trans-4-[1-benzyloxycarbonyl-(4S)-methoxy-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylic acid ethyl ester

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Chemical Name:trans-4-[1-benzyloxycarbonyl-(4S)-methoxy-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylic acid ethyl ester
CAS No.:871810-57-0
Molecular Formula:C₂₃H₃₃NO₆
Molecular Weight:419.518
Hs Code.:

Synonyms:trans-4-[1-benzyloxycarbonyl-(4S)-methoxy-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylic acid ethyl ester

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Chemical Property of trans-4-[1-benzyloxycarbonyl-(4S)-methoxy-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylic acid ethyl ester

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Technology Process of trans-4-[1-benzyloxycarbonyl-(4S)-methoxy-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylic acid ethyl ester

There total 10 articles about trans-4-[1-benzyloxycarbonyl-(4S)-methoxy-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylic acid ethyl 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: 62.0%

: 200184-69-6
(2S,4S)-1-benzyloxycarbonyl-4-methoxypyrrolidine-2-carboxyaldehyde

: 1403562-47-9
trans-ethyl 4-[(triethylsilyl)oxy]cyclohexane-1-carboxylate

: 871810-57-0
trans-4-[1-benzyloxycarbonyl-(4S)-methoxy-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylic acid ethyl ester

Guidance literature:: With triethylsilane; iron(III) chloride; In acetonitrile; at 20 ℃; for 20h; Inert atmosphere;
DOI:10.1248/cpb.c12-00023

Reference yield:

: 858971-57-0
(2S,4S)-1-benzyloxycarbonyl-4-methoxy-2-pyrrolidinylmethanol

: 871810-57-0
trans-4-[1-benzyloxycarbonyl-(4S)-methoxy-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1 h / -30 °C

1.2: 1 h

2.1: triethylsilane; iron(III) chloride / acetonitrile / 20 h / 20 °C / Inert atmosphere

With triethylsilane; iron(III) chloride; oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; acetonitrile; 1.1: Swern oxidation / 1.2: Swern oxidation;
DOI:10.1248/cpb.c12-00023

Reference yield:

: 858971-57-0
(2S,4S)-1-benzyloxycarbonyl-4-methoxy-2-pyrrolidinylmethanol

: 871810-57-0
trans-4-[1-benzyloxycarbonyl-(4S)-methoxy-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylic acid ethyl ester

: 1403562-48-0
C₂₃H₃₃NO₆

Guidance literature:: Multi-step reaction with 2 steps

1: triethylamine / 15 h / 20 °C

2: triethylsilane; bismuth(III) bromide / acetonitrile

With triethylsilane; bismuth(III) bromide; triethylamine; In acetonitrile;
DOI:10.1248/cpb.c12-00023