(S)-2-((R)-2-Benzyloxy-1-hydroxy-ethyl)-5-methyl-hex-4-enoic acid ethyl ester

Base Information

Chemical Name:(S)-2-((R)-2-Benzyloxy-1-hydroxy-ethyl)-5-methyl-hex-4-enoic acid ethyl ester
CAS No.:733000-60-7
Molecular Formula:C₁₈H₂₆O₄
Molecular Weight:306.402
Hs Code.:

Synonyms:(S)-2-((R)-2-Benzyloxy-1-hydroxy-ethyl)-5-methyl-hex-4-enoic acid ethyl ester

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Chemical Property of (S)-2-((R)-2-Benzyloxy-1-hydroxy-ethyl)-5-methyl-hex-4-enoic acid ethyl ester

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Technology Process of (S)-2-((R)-2-Benzyloxy-1-hydroxy-ethyl)-5-methyl-hex-4-enoic acid ethyl ester

There total 1 articles about (S)-2-((R)-2-Benzyloxy-1-hydroxy-ethyl)-5-methyl-hex-4-enoic acid ethyl 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: 78.0%

: 106058-91-7
(+)-(R)-ethyl 4-benzyloxy-3-hydroxybutanoate

: 870-63-3
prenyl bromide

: 733000-60-7
(S)-2-((R)-2-Benzyloxy-1-hydroxy-ethyl)-5-methyl-hex-4-enoic acid ethyl ester

Guidance literature:: With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium diisopropyl amide; In tetrahydrofuran; at -78 - 0 ℃; for 5h;
DOI:10.1002/ejoc.200400047

Reference yield: 92.0%

: 6638-79-5
N,O-dimethylhydroxylamine*hydrochloride

: 733000-60-7
(S)-2-((R)-2-Benzyloxy-1-hydroxy-ethyl)-5-methyl-hex-4-enoic acid ethyl ester

: 733000-61-8
(S)-2-((R)-2-Benzyloxy-1-hydroxy-ethyl)-5-methyl-hex-4-enoic acid methoxy-methyl-amide

Guidance literature:: With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 2h;
DOI:10.1002/ejoc.200400047

Reference yield:

: 733000-60-7
(S)-2-((R)-2-Benzyloxy-1-hydroxy-ethyl)-5-methyl-hex-4-enoic acid ethyl ester

: 733000-66-3
(2R,3R,4S)-1-Benzyloxy-3-(3-methyl-but-2-enyl)-dodecane-2,4-diol

Guidance literature:: Multi-step reaction with 5 steps

1: 92 percent / nBuLi / tetrahydrofuran; hexane / 2 h / -78 °C

2: 98 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 0 °C

3: 73 percent / tetrahydrofuran; diethyl ether / 2 h / -50 °C

4: 96 percent / tetrabutylammonium fluoride / tetrahydrofuran / 4 h / 0 °C

5: [(S)-(MeO-BIPHEP)RuBr₂]; H₂ / methanol / 24 h / 50 °C / 750.08 Torr

With 2,6-dimethylpyridine; n-butyllithium; [(S)-(MeO-BIPHEP)RuBr₂]; tetrabutyl ammonium fluoride; hydrogen; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane;
DOI:10.1002/ejoc.200400047