(4S,5S)-4-benzyloxymethoxy-7-methoxymethoxy-5-methylhept-2-trans-enoic acid methyl ester

Base Information

Chemical Name:(4S,5S)-4-benzyloxymethoxy-7-methoxymethoxy-5-methylhept-2-trans-enoic acid methyl ester
CAS No.:381246-90-8
Molecular Formula:C₁₉H₂₈O₆
Molecular Weight:352.428
Hs Code.:

Synonyms:(4S,5S)-4-benzyloxymethoxy-7-methoxymethoxy-5-methylhept-2-trans-enoic acid methyl ester

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Chemical Property of (4S,5S)-4-benzyloxymethoxy-7-methoxymethoxy-5-methylhept-2-trans-enoic acid methyl ester

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Technology Process of (4S,5S)-4-benzyloxymethoxy-7-methoxymethoxy-5-methylhept-2-trans-enoic acid methyl ester

There total 5 articles about (4S,5S)-4-benzyloxymethoxy-7-methoxymethoxy-5-methylhept-2-trans-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:

: 139190-55-9
(3S,4S)-4-[(benzyloxy)methoxy]-5-(tert-butyldiphenylsilanyloxy)-3-methylpentanoic acid methyl ester

: 381246-90-8
(4S,5S)-4-benzyloxymethoxy-7-methoxymethoxy-5-methylhept-2-trans-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 89 percent / DIBAL-H / toluene / 1 h / -78 °C

2: 92 percent / diisopropylethylamine / CH₂Cl₂ / 20 °C

3: 92 percent / TBAF / tetrahydrofuran / 7 h / 20 °C

4: oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / -78 - -30 °C

5: 26.85 g / CH₂Cl₂ / 12 h / 20 °C

With oxalyl dichloride; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; toluene; 4: Swern oxidation;
DOI:10.1021/ja011452u

Reference yield:

: 381247-21-8
(3S,4S)-4-Benzyloxymethoxy-5-(tert-butyl-diphenyl-silanyloxy)-3-methyl-pentan-1-ol

: 381246-90-8
(4S,5S)-4-benzyloxymethoxy-7-methoxymethoxy-5-methylhept-2-trans-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 92 percent / diisopropylethylamine / CH₂Cl₂ / 20 °C

2: 92 percent / TBAF / tetrahydrofuran / 7 h / 20 °C

3: oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / -78 - -30 °C

4: 26.85 g / CH₂Cl₂ / 12 h / 20 °C

With oxalyl dichloride; tetrabutyl ammonium fluoride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; 3: Swern oxidation;
DOI:10.1021/ja011452u

Reference yield:

: 381246-89-5
(2S,3S)-2-benzyloxymethoxy-5-methoxymethoxy-3-methylpentan-1-ol

: 381246-90-8
(4S,5S)-4-benzyloxymethoxy-7-methoxymethoxy-5-methylhept-2-trans-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / -78 - -30 °C

2: 26.85 g / CH₂Cl₂ / 12 h / 20 °C

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; 1: Swern oxidation;
DOI:10.1021/ja011452u