(R)-tert-Butyl 3-(4-aminophenyl)piperidine-1-carboxylate

Base Information

• Chemical Name: (R)-tert-Butyl 3-(4-aminophenyl)piperidine-1-carboxylate
• CAS No.: 1263284-59-8
• Molecular Formula: C16H24N2O2
• Molecular Weight: 276
• Mol file: 1263284-59-8.mol

Synonyms:(R)-tert-butyl 3-(4-aMinophenyl)piperidine-1-carboxylate;(3R)-3-(4-Aminophenyl)-1-Piperidinecarboxylic acid tert-butyl ester

Chemical Property of (R)-tert-Butyl 3-(4-aminophenyl)piperidine-1-carboxylate

Chemical Property:

• Boiling Point: 412.7±45.0 °C(Predicted)
• PKA: 4.96±0.10(Predicted)
• PSA: 55.56000
• Density: 1.100
• LogP: 3.90240

Purity/Quality:

98%,99%, ^*data from raw suppliers

(R)?-?tert-?Butyl3-?(4-?Aminophenyl)?piperidine-?1-?carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (R)?-?tert-?Butyl 3-?(4-?Aminophenyl)?piperidine-?1-?carboxylate is an intermediate of Niraparib (N481400), a novel oral poly(ADP-ribose)polymerase (PARP) inhibitor efficacious in BRCA-1 and -2 mutant tumors.

Technology Process of (R)-tert-Butyl 3-(4-aminophenyl)piperidine-1-carboxylate

There total 5 articles about (R)-tert-Butyl 3-(4-aminophenyl)piperidine-1-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

3-(4-aminophenyl)piperidine-1-carboxylic acid tert-butyl ester (875798-79-1) → (3S)-3-(4-aminophenyl)piperidine-1-carboxylic acid tert-butyl ester (1171197-20-8) + (+)-(R)-tert-butyl 3-(4-aminophenyl)piperidine-1-carboxylate (1263284-59-8)

Guidance literature:

With Chiralpak AD; In ethanol; n-heptane; under 11251.1 Torr; Resolution of racemate;

Reference yield:

3-(4'-nitrophenyl)pyridine (4282-46-6) → (3S)-3-(4-aminophenyl)piperidine-1-carboxylic acid tert-butyl ester (1171197-20-8) + (+)-(R)-tert-butyl 3-(4-aminophenyl)piperidine-1-carboxylate (1263284-59-8)

Guidance literature:

Multi-step reaction with 3 steps

1: hydrogenchloride; platinum(IV) oxide; hydrogen / methanol; water / 16 h / 10 - 40 °C / 750.08 - 3000.3 Torr / Inert atmosphere; Large scale reaction

2: dichloromethane / 0.5 h / 0 - 5 °C / Large scale reaction

3: Chiralpak AD / ethanol; n-heptane / Resolution of racemate; Large scale reaction

With hydrogenchloride; platinum(IV) oxide; hydrogen; In methanol; ethanol; n-heptane; dichloromethane; water;

DOI:10.1021/op2000783

Reference yield:

3-(4-aminophenyl)piperidine (19733-56-3) → (3S)-3-(4-aminophenyl)piperidine-1-carboxylic acid tert-butyl ester (1171197-20-8) + (+)-(R)-tert-butyl 3-(4-aminophenyl)piperidine-1-carboxylate (1263284-59-8)

Guidance literature:

Multi-step reaction with 2 steps

1: dichloromethane / 0.5 h / 0 - 5 °C / Large scale reaction

2: Chiralpak AD / ethanol; n-heptane / Resolution of racemate; Large scale reaction

With Chiralpak AD; In ethanol; n-heptane; dichloromethane;

DOI:10.1021/op2000783

upstream raw materials:

3-(4-aminophenyl)piperidine-1-carboxylic acid tert-butyl ester

3-(4'-nitrophenyl)pyridine

3-(4-aminophenyl)piperidine

3-pyridylboronic acid

Refernces

• 1、 -. "SUBSTITUTED BENZAMIDES". Page/Page column 59. . Retrieved 2011/07/06.