(2R,3R), 3-benzyloxycarbonylamino-2-[4-methoxybenzylsulfanyl]-hex-4-ene-1,6-dioic acid 6-benzyl ester 1-tertiobutyl ester

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Chemical Name:(2R,3R), 3-benzyloxycarbonylamino-2-[4-methoxybenzylsulfanyl]-hex-4-ene-1,6-dioic acid 6-benzyl ester 1-tertiobutyl ester
CAS No.:263552-45-0
Molecular Formula:C₃₃H₃₇NO₇S
Molecular Weight:591.725
Hs Code.:

Synonyms:(2R,3R), 3-benzyloxycarbonylamino-2-[4-methoxybenzylsulfanyl]-hex-4-ene-1,6-dioic acid 6-benzyl ester 1-tertiobutyl ester

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Chemical Property of (2R,3R), 3-benzyloxycarbonylamino-2-[4-methoxybenzylsulfanyl]-hex-4-ene-1,6-dioic acid 6-benzyl ester 1-tertiobutyl ester

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Technology Process of (2R,3R), 3-benzyloxycarbonylamino-2-[4-methoxybenzylsulfanyl]-hex-4-ene-1,6-dioic acid 6-benzyl ester 1-tertiobutyl ester

There total 4 articles about (2R,3R), 3-benzyloxycarbonylamino-2-[4-methoxybenzylsulfanyl]-hex-4-ene-1,6-dioic acid 6-benzyl ester 1-tertiobutyl 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: 58.0%

: 7396-44-3
benzyl diethylphosphonoacetate

: 263552-35-8
(2R,3R), 2-benzyloxycarbonylamino, 3-(4-methoxybenzylsulfanyl)-succinic acid 1-methyl ester 4-tertiobutyl ester

: 263552-45-0
(2R,3R), 3-benzyloxycarbonylamino-2-[4-methoxybenzylsulfanyl]-hex-4-ene-1,6-dioic acid 6-benzyl ester 1-tertiobutyl ester

Guidance literature:: benzyl diethylphosphonoacetate; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

(2R,3R), 2-benzyloxycarbonylamino, 3-(4-methoxybenzylsulfanyl)-succinic acid 1-methyl ester 4-tertiobutyl ester; With diisobutylaluminium hydride; In tetrahydrofuran; hexane; toluene; at -78 - 20 ℃; for 4h;
DOI:10.1021/jm9903040

Reference yield:

: 5545-52-8
Z-D(tBu)-OH

: 263552-45-0
(2R,3R), 3-benzyloxycarbonylamino-2-[4-methoxybenzylsulfanyl]-hex-4-ene-1,6-dioic acid 6-benzyl ester 1-tertiobutyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 99 percent

2.1: 68 percent / n-BuLi

3.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -78 °C

3.2: 58 percent / diisobutylaluminum hydride / hexane; tetrahydrofuran; toluene / 4 h / -78 - 20 °C

With n-butyllithium; In tetrahydrofuran; hexane; 1.1: Methylation / 2.1: Metallation / 2.2: sulfenylation / 3.1: Metallation / 3.2: Dibal-H reduction-Wittig-Horner olefination;
DOI:10.1021/jm9903040

Reference yield:

: 63327-57-1
(2S), 2-benzyloxycarbonylamino-succinic acid 1-methyl ester 4-tertiobutyl ester

: 263552-45-0
(2R,3R), 3-benzyloxycarbonylamino-2-[4-methoxybenzylsulfanyl]-hex-4-ene-1,6-dioic acid 6-benzyl ester 1-tertiobutyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: 68 percent / n-BuLi

2.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -78 °C

2.2: 58 percent / diisobutylaluminum hydride / hexane; tetrahydrofuran; toluene / 4 h / -78 - 20 °C

With n-butyllithium; In tetrahydrofuran; hexane; 1.1: Metallation / 1.2: sulfenylation / 2.1: Metallation / 2.2: Dibal-H reduction-Wittig-Horner olefination;
DOI:10.1021/jm9903040