(E)-(5S,6R)-7-Benzyloxy-6-tert-butoxycarbonylamino-5-methyl-hept-3-enoic acid methyl ester

Base Information

Chemical Name:(E)-(5S,6R)-7-Benzyloxy-6-tert-butoxycarbonylamino-5-methyl-hept-3-enoic acid methyl ester
CAS No.:181633-57-8
Molecular Formula:C₂₁H₃₁NO₅
Molecular Weight:377.481
Hs Code.:

Synonyms:(E)-(5S,6R)-7-Benzyloxy-6-tert-butoxycarbonylamino-5-methyl-hept-3-enoic acid methyl ester

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (E)-(5S,6R)-7-Benzyloxy-6-tert-butoxycarbonylamino-5-methyl-hept-3-enoic acid methyl ester

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Technology Process of (E)-(5S,6R)-7-Benzyloxy-6-tert-butoxycarbonylamino-5-methyl-hept-3-enoic acid methyl ester

There total 1 articles about (E)-(5S,6R)-7-Benzyloxy-6-tert-butoxycarbonylamino-5-methyl-hept-3-enoic acid methyl 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: 73.0%

: 4248-19-5
tert-butyl carbazate

: 60656-87-3
benzyloxyacetoaldehyde

: 136314-66-4
methyl (3S,4E)-3-(dimethylphenylsilyl)-4-hexenoate

: 181633-57-8
(E)-(5S,6R)-7-Benzyloxy-6-tert-butoxycarbonylamino-5-methyl-hept-3-enoic acid methyl ester

Guidance literature:: With boron trifluoride diethyl etherate; at -35 ℃;
DOI:10.1016/S0040-4039(02)01553-8

Reference yield:

: 181633-57-8
(E)-(5S,6R)-7-Benzyloxy-6-tert-butoxycarbonylamino-5-methyl-hept-3-enoic acid methyl ester

: 181633-59-0
(1R,2R)-1-Benzyloxymethyl-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-propylamine

Guidance literature:: Multi-step reaction with 3 steps

1: 1) O₃, Me₂S, 2) NaBH₄

2: 90 percent

3: 94 percent / TFA / CH₂Cl₂ / Ambient temperature

With sodium tetrahydroborate; dimethylsulfide; ozone; trifluoroacetic acid; In dichloromethane;
DOI:10.1021/jo960532r

Reference yield:

: 181633-57-8
(E)-(5S,6R)-7-Benzyloxy-6-tert-butoxycarbonylamino-5-methyl-hept-3-enoic acid methyl ester

: 181633-69-2
2'-Methoxymethoxymethyl-[2,4']bioxazolyl-4-carboxylic acid [(1R,2R)-1-benzyloxymethyl-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-propyl]-amide

Guidance literature:: Multi-step reaction with 4 steps

1: 1) O₃, Me₂S, 2) NaBH₄

2: 90 percent

3: 94 percent / TFA / CH₂Cl₂ / Ambient temperature

4: 68 percent / DCC, HOBT / dimethylformamide / Ambient temperature

With sodium tetrahydroborate; dimethylsulfide; benzotriazol-1-ol; ozone; dicyclohexyl-carbodiimide; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo960532r