(E)-(2S,5S,6R)-6,7-Bis-benzyloxy-2-methoxy-5-methyl-hept-3-enoic acid methyl ester

Base Information

Chemical Name:(E)-(2S,5S,6R)-6,7-Bis-benzyloxy-2-methoxy-5-methyl-hept-3-enoic acid methyl ester
CAS No.:136174-58-8
Molecular Formula:C₂₄H₃₀O₅
Molecular Weight:398.499
Hs Code.:

Synonyms:(E)-(2S,5S,6R)-6,7-Bis-benzyloxy-2-methoxy-5-methyl-hept-3-enoic acid methyl ester

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Chemical Property of (E)-(2S,5S,6R)-6,7-Bis-benzyloxy-2-methoxy-5-methyl-hept-3-enoic acid methyl ester

Chemical Property:

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Technology Process of (E)-(2S,5S,6R)-6,7-Bis-benzyloxy-2-methoxy-5-methyl-hept-3-enoic acid methyl ester

There total 3 articles about (E)-(2S,5S,6R)-6,7-Bis-benzyloxy-2-methoxy-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: 75.0%

: 119117-64-5
1,2,2-tribenzyloxyethane

: 134333-48-5
(E)-(2R,3R)-methyl 3-(dimethylphenylsilyl)-2-methoxyhex-4-enoate

: 136174-58-8
(E)-(2S,5S,6R)-6,7-Bis-benzyloxy-2-methoxy-5-methyl-hept-3-enoic acid methyl ester

Guidance literature:: trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -78 ℃; for 20h;
DOI:10.1021/jo00020a009

Reference yield:

: 60656-87-3
benzyloxyacetoaldehyde

: 136174-58-8
(E)-(2S,5S,6R)-6,7-Bis-benzyloxy-2-methoxy-5-methyl-hept-3-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: p-TsOH / benzene / Heating

2: 75 percent / trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / 20 h / -78 °C

With toluene-4-sulfonic acid; trimethylsilyl trifluoromethanesulfonate; In dichloromethane; benzene;
DOI:10.1021/jo00020a009

Reference yield:

: 14642-79-6
benzyloxy-trimethylsilane

: 60656-87-3
benzyloxyacetoaldehyde

: 142611-78-7
(2S,3R)-(E)-Methyl 2-methoxy-3-(dimethylphenylsilyl)hex-4-enoate

: 143446-39-3
(E)-(2R,5S,6R)-Methyl 6,7-bis(benzyloxy)-2-methoxy-5-methylhept-3-enoate

: 136174-58-8,143446-39-3
(E)-(2R,5R,6S)-6,7-Bis-benzyloxy-2-methoxy-5-methyl-hept-3-enoic acid methyl ester

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -50 ℃; for 24h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
DOI:10.1021/jo00047a046