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Cas Database

430461-56-6

430461-56-6

Identification

  • Molecular Formula:C11H15N

  • EINECS:

Synonyms:(R)-3-Phenylpiperidine;

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Safety information and MSDS

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  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician. In case of skin contact Wash off with soap and plenty of water. Consult a physician. In case of eye contact Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.

  • Fire-fighting measures: Suitable extinguishing media Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Wear self-contained breathing apparatus for firefighting if necessary.

  • Accidental release measures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Pick up and arrange disposal. Sweep up and shovel. Keep in suitable, closed containers for disposal.

  • Handling and storage: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Store in cool place. Keep container tightly closed in a dry and well-ventilated place.

  • Exposure controls/personal protection:Occupational Exposure limit valuesBiological limit values Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Eye/face protection Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique(without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Respiratory protection Wear dust mask when handling large quantities. Thermal hazards

Supplier and reference price

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  • Manufacture/Brand:aablocks
  • Product Description:(R)-3-Phenylpiperidine 97%
  • Packaging:250mg
  • Price:$ 328
  • Delivery:In stock
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  • Manufacture/Brand:Activate Scientific
  • Product Description:(R)-3-Phenylpiperidine 97+% ee
  • Packaging:250 mg
  • Price:$ 440
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  • Manufacture/Brand:Activate Scientific
  • Product Description:(R)-3-Phenylpiperidine 97+% ee
  • Packaging:100 mg
  • Price:$ 254
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  • Manufacture/Brand:Activate Scientific
  • Product Description:(R)-3-Phenylpiperidine 97+% ee
  • Packaging:1 g
  • Price:$ 988
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  • Manufacture/Brand:Alichem
  • Product Description:(R)-3-Phenylpiperidine
  • Packaging:1g
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  • Manufacture/Brand:Alichem
  • Product Description:(R)-3-Phenylpiperidine
  • Packaging:100mg
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  • Manufacture/Brand:Alichem
  • Product Description:(R)-3-Phenylpiperidine
  • Packaging:250mg
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  • Manufacture/Brand:Ambeed
  • Product Description:(R)-3-Phenylpiperidine 97%
  • Packaging:1g
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  • Manufacture/Brand:Ambeed
  • Product Description:(R)-3-Phenylpiperidine 97%
  • Packaging:250mg
  • Price:$ 199
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  • Manufacture/Brand:Ambeed
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Relevant articles and documentsAll total 4 Articles be found

Synthesis method for (R)-3-phenylpiperidine or/and (S)-3-phenylpiperidine and synthesis method for chiral intermediate of niraparib

-

Paragraph 0147-0162, (2018/07/10)

The invention belongs to the technical field of organic synthesis. The synthesis method firstly provided by the invention takes benzyl-4-oxopiperidine as a starting material, and the starting materialis subjected to Grignard reaction, elimination reaction, hydrogenation reduction reaction and chiral resolution in sequence to successfully obtain a target product (R)-3-phenylpiperidine or/ and (S)-3-phenylpiperidine. The synthesis method sencondly provided by the invention takes the same starting raw material for Grignard reaction, organic silicon reagent is used for removing a hydroxide radical, and benzyl is removed by catalytic hydrogenation reaction; finally, the chiral resolution is carried out to obtain a target product. The (S)-3-phenylpiperidine can be synthesized according to the synthesis method. (S)-3-p-aminosalicylic phenylpiperidine can be synthesized according to the third aspect; or according to the fourth aspect, (S)-3-p-bromophenyl piperidine is synthesized to serve asthe key intermediate for preparing the niraparib. According to the synthesis method for (R)-3-phenylpiperidine or/ and (S)-3-phenylpiperidine and the synthesis method for chiral intermediate of niraparib, production cost is obviously lowered, and the synthesis methods are favorable for the large-scale industrial production of a niraparib medicine.

Pd-catalyzed asymmetric allylic alkylation with nitromethane using a chiral diaminophosphine oxide: (S,RP)-Ph-DIAPHOX. Enantioselective synthesis of (R)-preclamol and (R)-baclofen

Nemoto, Tetsuhiro,Jin, Long,Nakamura, Hiroshi,Hamada, Yasumasa

, p. 6577 - 6581 (2007/10/03)

A Pd-catalyzed asymmetric allylic alkylation with nitromethane using an aspartic acid-derived P-chirogenic diaminophosphine oxide [(S,RP)-Ph-DIAPHOX] is described. This method was successfully applied to enantioselective synthesis of (R)-precla

Dynamic kinetic resolution of racemic γ-aryl-δ-oxoesters. Enantioselective synthesis of 3-arylpiperidines

Amat, Mercedes,Canto, Margalida,Llor, Nuria,Escolano, Carmen,Molins, Elies,Espinosa, Enrique,Bosch, Joan

, p. 5343 - 5351 (2007/10/03)

Cyclodehydration of racemic γ-aryl-δ-oxoesters with (R)- or (S)-phenylglycinol stereoselectively affords bicyclic δ-lactams, in a process that involves a dynamic kinetic resolution. Subsequent reduction of these lactams leads to enantiopure 3-arylpiperidines. Starting from racemic aldehyde esters, this short sequence has been applied to the synthesis of (R)-3-phenylpiperidine and the antipsychotic drug (-)-3-PPP (an (S)-3-arylpiperidine), whereas starting from racemic ketone esters enantiopure cis-2-alkyl-3-arylpiperidines are prepared.

Dynamic kinetic resolution and desymmetrization of enantiotopic groups by cyclodehydration of racemic or prochiral δ-oxoesters with (R)-phenylglycinol: Enantioselective synthesis of piperidines

Amat, Mercedes,Canto, Margalida,Llor, Nuria,Ponzo, Viviana,Perez, Maria,Bosch, Joan

, p. 335 - 338 (2007/10/03)

Enantiotopic ester groups are desymmetrized in the cyclodehydration of prochiral δ-oxodiesters with (R)-phenylglycinol. This reaction can be extended to racemic δ-oxodiesters, which undergo a tandem dynamic kinetic resolution-diastereoselective differenti

Process route upstream and downstream products

Process route

D-2-phenylglycinol
56613-80-0

D-2-phenylglycinol

methyl 5-oxo-4-phenylpentanoate
343947-52-4

methyl 5-oxo-4-phenylpentanoate

(R)-3-phenyl piperidine
430461-56-6

(R)-3-phenyl piperidine

(3R)-1-[(1R)-2-hydroxy-1-phenylethyl]-3-phenylpiperidine
430461-53-3

(3R)-1-[(1R)-2-hydroxy-1-phenylethyl]-3-phenylpiperidine

(R)-3-phenyl piperidine
430461-56-6

(R)-3-phenyl piperidine

Conditions
ConditionsYield
Withhydrogen;palladium dihydroxide;Inethyl acetate;at 25 ℃; for 25h;
75%
3-phenyl-3,6-dihydro-2<i>H</i>-pyridine-1-carboxylic acid benzyl ester

3-phenyl-3,6-dihydro-2H-pyridine-1-carboxylic acid benzyl ester

(R)-3-phenyl piperidine
430461-56-6

(R)-3-phenyl piperidine

((E)-(R)-2,4-Diphenyl-but-3-enyl)-carbamic acid benzyl ester
911465-34-4

((E)-(R)-2,4-Diphenyl-but-3-enyl)-carbamic acid benzyl ester

(R)-3-phenyl piperidine
430461-56-6

(R)-3-phenyl piperidine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 76 percent / dimethylformamide / 50 °C
2: 85 percent / 2nd generation Grubbs catalyst / CH2Cl2 / 3.5 h / Heating
3: 72 percent / H2 / Pd/C / ethanol; ethyl acetate
Allyl-((E)-(R)-2,4-diphenyl-but-3-enyl)-carbamic acid benzyl ester
917810-87-8

Allyl-((E)-(R)-2,4-diphenyl-but-3-enyl)-carbamic acid benzyl ester

(R)-3-phenyl piperidine
430461-56-6

(R)-3-phenyl piperidine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 85 percent / 2nd generation Grubbs catalyst / CH2Cl2 / 3.5 h / Heating
2: 72 percent / H2 / Pd/C / ethanol; ethyl acetate
Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: pyridine; DMAP / tetrahydrofuran / 20 °C
2.1: 88 percent / aspartic acid-derived P-chirogenic diaminophosphine oxide; BSA; iPr2NEt / (η3-C3H5PdCl)2 / 3.5 h / 20 °C
3.1: SmI2 / methanol; tetrahydrofuran / 5 h / 0 - 20 °C
3.2: 87 percent / NEt3 / CH2Cl2 / 0.5 h / 20 °C
4.1: 76 percent / dimethylformamide / 50 °C
5.1: 85 percent / 2nd generation Grubbs catalyst / CH2Cl2 / 3.5 h / Heating
6.1: 72 percent / H2 / Pd/C / ethanol; ethyl acetate
ethyl (E)-1,3-diphenyl-2-propen-1-yl carbonate
121440-71-9

ethyl (E)-1,3-diphenyl-2-propen-1-yl carbonate

(R)-3-phenyl piperidine
430461-56-6

(R)-3-phenyl piperidine

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: 88 percent / aspartic acid-derived P-chirogenic diaminophosphine oxide; BSA; iPr2NEt / (η3-C3H5PdCl)2 / 3.5 h / 20 °C
2.1: SmI2 / methanol; tetrahydrofuran / 5 h / 0 - 20 °C
2.2: 87 percent / NEt3 / CH2Cl2 / 0.5 h / 20 °C
3.1: 76 percent / dimethylformamide / 50 °C
4.1: 85 percent / 2nd generation Grubbs catalyst / CH2Cl2 / 3.5 h / Heating
5.1: 72 percent / H2 / Pd/C / ethanol; ethyl acetate
1-(2-phenylethynyl)piperidine
332-15-0

1-(2-phenylethynyl)piperidine

(R)-3-phenyl piperidine
430461-56-6

(R)-3-phenyl piperidine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: acetonitrile / 36 h / Heating
1.2: 45 percent / aqueous acetic acid / acetonitrile / 8 h / Heating
2.1: 49 percent / toluene / 24 h / Heating
3.1: 72 percent / LiAlH4 / tetrahydrofuran / 1 h / 20 °C
4.1: 75 percent / hydrogen / Pd(OH)2/C / ethyl acetate / 25 h / 25 °C
phenylacetaldehyde
122-78-1

phenylacetaldehyde

(R)-3-phenyl piperidine
430461-56-6

(R)-3-phenyl piperidine

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: 78 percent / Na2CO3 / 3 h / 0 °C
2.1: acetonitrile / 36 h / Heating
2.2: 45 percent / aqueous acetic acid / acetonitrile / 8 h / Heating
3.1: 49 percent / toluene / 24 h / Heating
4.1: 72 percent / LiAlH4 / tetrahydrofuran / 1 h / 20 °C
5.1: 75 percent / hydrogen / Pd(OH)2/C / ethyl acetate / 25 h / 25 °C
methyl 5-oxo-4-phenylpentanoate
343947-52-4

methyl 5-oxo-4-phenylpentanoate

(R)-3-phenyl piperidine
430461-56-6

(R)-3-phenyl piperidine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 49 percent / toluene / 24 h / Heating
2: 72 percent / LiAlH4 / tetrahydrofuran / 1 h / 20 °C
3: 75 percent / hydrogen / Pd(OH)2/C / ethyl acetate / 25 h / 25 °C

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