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

Base Information

Chemical Name:(E)-(2S,5S,6R)-7-Benzyloxy-6-methoxy-2,5-dimethyl-hept-3-enoic acid methyl ester
CAS No.:136174-54-4
Molecular Formula:C₁₈H₂₆O₄
Molecular Weight:306.402
Hs Code.:

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

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

There total 2 articles about (E)-(2S,5S,6R)-7-Benzyloxy-6-methoxy-2,5-dimethyl-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: 88.0%

: 127657-97-0
2-benzyloxy-1,1-dimethoxyethane

: 136235-01-3
(E)-(2R,3R)-Methyl 2-methyl-3-(dimethylphenylsilyl)hex-4-enoate

: 136174-54-4
(E)-(2S,5S,6R)-7-Benzyloxy-6-methoxy-2,5-dimethyl-hept-3-enoic acid methyl ester

Guidance literature:: trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -78 ℃; for 16h;
DOI:10.1021/jo00020a009

Reference yield:

: 60656-87-3
benzyloxyacetoaldehyde

: 136174-54-4
(E)-(2S,5S,6R)-7-Benzyloxy-6-methoxy-2,5-dimethyl-hept-3-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: CeCl₃*7H₂O / methanol / Ambient temperature

2: 88 percent / trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / 16 h / -78 °C

With cerium(III) chloride; trimethylsilyl trifluoromethanesulfonate; In methanol; dichloromethane;
DOI:10.1021/jo00020a009

Reference yield:

: 136174-54-4
(E)-(2S,5S,6R)-7-Benzyloxy-6-methoxy-2,5-dimethyl-hept-3-enoic acid methyl ester

: (2S,3S,5S,6R)-7-Benzyloxy-2,6-dimethoxy-3,5-dimethyl-heptan-1-ol

: (2S,3R,5S,6R)-7-Benzyloxy-2,6-dimethoxy-3,5-dimethyl-heptan-1-ol

Guidance literature:: With sodium hydroxide; dimethylsulfide borane complex; dihydrogen peroxide; Yield given. Multistep reaction. Yields of byproduct given; 1) THF, 0 deg C to r.t.;
DOI:10.1021/jo00046a006