(3R,4S)-3-benzylsulfanylpiperidine-1,4-dicarboxylic acid 1-tert-butyl ester

Base Information

Chemical Name:(3R,4S)-3-benzylsulfanylpiperidine-1,4-dicarboxylic acid 1-tert-butyl ester
CAS No.:906663-26-1
Molecular Formula:C₁₈H₂₅NO₄S
Molecular Weight:351.467
Hs Code.:

Synonyms:(3R,4S)-3-benzylsulfanylpiperidine-1,4-dicarboxylic acid 1-tert-butyl ester

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Chemical Property of (3R,4S)-3-benzylsulfanylpiperidine-1,4-dicarboxylic acid 1-tert-butyl ester

Chemical Property:

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Technology Process of (3R,4S)-3-benzylsulfanylpiperidine-1,4-dicarboxylic acid 1-tert-butyl ester

There total 5 articles about (3R,4S)-3-benzylsulfanylpiperidine-1,4-dicarboxylic acid 1-tert-butyl ester 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: 49.0%

: cis-3-benzylsulfanylpiperidine-1,4-dicarboxylic acid 1-tert-butyl ester 4-methyl ester

: (3S,4R)-3-benzylsulfanylpiperidine-1,4-dicarboxylic acid 1-tert-butyl ester 4-methyl ester

: 906663-26-1
(3R,4S)-3-benzylsulfanylpiperidine-1,4-dicarboxylic acid 1-tert-butyl ester

Guidance literature:: With sodium hydroxide; pig liver esterase; In various solvents; acetone; at 20 ℃; for 96h; pH=8;
DOI:10.1021/jm060154a

Reference yield:

: 79099-07-3
N-tert-butyloxycarbonylpiperidin-4-one

: 906663-26-1
(3R,4S)-3-benzylsulfanylpiperidine-1,4-dicarboxylic acid 1-tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: LDA / tetrahydrofuran; hexane / 2 h / -78 °C

1.2: 81 percent / tetrahydrofuran; hexane / 12 h / -78 °C

2.1: 77 percent / Pd(OAc)2; PPh₃; Et₃N / dimethylformamide / 12 h / 20 °C

3.1: 89 percent / NaOMe / methanol / 2 h / 20 °C

4.1: 49 percent / pig liver esterase; aq. NaOH / acetone; various solvents / 96 h / 20 °C / pH 8

With palladium diacetate; sodium hydroxide; pig liver esterase; sodium methylate; triethylamine; triphenylphosphine; lithium diisopropyl amide; In tetrahydrofuran; methanol; hexane; various solvents; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jm060154a

Reference yield:

: 138647-49-1
4-Trifluoromethanesulfonyloxy-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester

: 906663-26-1
(3R,4S)-3-benzylsulfanylpiperidine-1,4-dicarboxylic acid 1-tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 77 percent / Pd(OAc)2; PPh₃; Et₃N / dimethylformamide / 12 h / 20 °C

2: 89 percent / NaOMe / methanol / 2 h / 20 °C

3: 49 percent / pig liver esterase; aq. NaOH / acetone; various solvents / 96 h / 20 °C / pH 8

With palladium diacetate; sodium hydroxide; pig liver esterase; sodium methylate; triethylamine; triphenylphosphine; In methanol; various solvents; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jm060154a