1-Piperidinecarboxylic acid, 3-amino-2-phenyl-, 1,1-dimethylethyl ester, (2S,3S)-

Base Information

• Chemical Name: 1-Piperidinecarboxylic acid, 3-amino-2-phenyl-, 1,1-dimethylethyl ester, (2S,3S)-
• CAS No.: 187679-58-9
• Molecular Formula: C16H24N2O2
• Molecular Weight: 276.379
• Mol file: 187679-58-9.mol

Synonyms:

Chemical Property of 1-Piperidinecarboxylic acid, 3-amino-2-phenyl-, 1,1-dimethylethyl ester, (2S,3S)-

Chemical Property:

Purity/Quality:

95-99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-Piperidinecarboxylic acid, 3-amino-2-phenyl-, 1,1-dimethylethyl ester, (2S,3S)-

There total 53 articles about 1-Piperidinecarboxylic acid, 3-amino-2-phenyl-, 1,1-dimethylethyl ester, (2S,3S)- 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: 93.1%

(2S,3S)-3-amino-1-(tert-butoxycarbonyl)-2-phenylpiperidine semifumarate → (2S,3S)-3-Amino-1-tert-butoxycarbonyl-2-phenylpiperidine (187679-58-9)

Guidance literature:

With sodium hydroxide; water; at 0 ℃;

Reference yield: 61.0%

(S)-tert-butyl 3-carbonyl-2-phenylpiperidine-1-carboxylic acid (191669-62-2) → (2S,3S)-3-Amino-1-tert-butoxycarbonyl-2-phenylpiperidine (187679-58-9)

Guidance literature:

(S)-tert-butyl 3-carbonyl-2-phenylpiperidine-1-carboxylic acid; With pyridine; N-methoxylamine hydrochloride; for 6h;

With dimethylsulfide borane complex; In tetrahydrofuran; at 50 ℃; for 12h;

Reference yield:

C17H24N2O3 → (2S,3S)-3-Amino-1-tert-butoxycarbonyl-2-phenylpiperidine (187679-58-9)

Guidance literature:

C₁₇H₂₄N₂O₃; With borane-THF; In tetrahydrofuran; at 50 ℃; for 4h; Inert atmosphere;

With ammonium chloride; In water;

DOI:10.1039/c2ob06644k

upstream raw materials:

(2S,3S)-3-Dibenzylamino-2-phenyl-piperidine-1-carboxylic acid tert-butyl ester

(S)-3-[(E)-Methoxyimino]-2-phenyl-piperidine-1-carboxylic acid tert-butyl ester

C₁₈H₂₄N₂O₄

(S)-tert-butyl 3-carbonyl-2-phenylpiperidine-1-carboxylic acid

Downstream raw materials:

(2S,3S)-3-(2-methoxybenzylamino)-2-phenylpiperidine

(2S,3S)-3-(2-methoxy-5-trifluoromethoxybenzyl)-amino-2-phenylpiperidine

(2S,3S)-1-tert-butoxycarbonyl-3-(6-methoxy-1-methyl-2-oxo-1,2-dihydroquinolin-7-yl)methylamino-2-phenylpiperidine

(2S,3S)-1-tert-butoxycarbonyl-3-[(7-methoxy-1-methyl-2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)methyl]amino-2-phenylpiperidine

Refernces

• 1、 -. "Preparation method of chiral ortho-amino alcohol intermediates, antagonists and analogues of antagonists". Paragraph 0012. . Retrieved 2018/09/08.
• 2、 Pansare, Sunil V.,Paul, Eldho K.. "Synthesis of (+)-L-733,060, (+)-CP-99,994 and (2S,3R)-3-hydroxypipecolic acid: Application of an organocatalytic direct vinylogous aldol reaction". . p. 2119 - 2125. Retrieved 2012/04/17.