(3R,4S)-1-(benzyloxy)-3-hydroxy-2-methyl-4-((((4-methylphenyl)sulfonyl)oxy)methyl)-5-hexene

Base Information

Chemical Name:(3R,4S)-1-(benzyloxy)-3-hydroxy-2-methyl-4-((((4-methylphenyl)sulfonyl)oxy)methyl)-5-hexene
CAS No.:128329-67-9
Molecular Formula:C₂₂H₂₈O₅S
Molecular Weight:404.527
Hs Code.:

Synonyms:(3R,4S)-1-(benzyloxy)-3-hydroxy-2-methyl-4-((((4-methylphenyl)sulfonyl)oxy)methyl)-5-hexene

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Chemical Property of (3R,4S)-1-(benzyloxy)-3-hydroxy-2-methyl-4-((((4-methylphenyl)sulfonyl)oxy)methyl)-5-hexene

Chemical Property:

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Technology Process of (3R,4S)-1-(benzyloxy)-3-hydroxy-2-methyl-4-((((4-methylphenyl)sulfonyl)oxy)methyl)-5-hexene

There total 8 articles about (3R,4S)-1-(benzyloxy)-3-hydroxy-2-methyl-4-((((4-methylphenyl)sulfonyl)oxy)methyl)-5-hexene 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:

: 63930-46-1
(S)-3-benzyloxy-2-methylpropan-1-ol

: 128329-67-9
(3R,4S)-1-(benzyloxy)-3-hydroxy-2-methyl-4-((((4-methylphenyl)sulfonyl)oxy)methyl)-5-hexene

Guidance literature:: Multi-step reaction with 4 steps

1: oxalyl chloride, DMSO / CH₂Cl₂ / 0.5 h / -78 °C

2: 1.) triethylamine, di-n-butylboryl triflate / 1.) CH₂Cl₂, from -78 deg C to 0 deg C, 50 min, 2.) -78 deg C, 18 h

3: 1.) tri-n-butylborane, glacial acetic acid, 2.) lithium borohydride / 1.) THF, 25 deg C, 1.5 h, 2a.) 0 deg C, 1.5 h, 2b.) 25 deg C, 30 min

4: 0.908 g / pyridine / 18 h / 5 °C

With pyridine; lithium borohydride; oxalyl dichloride; tributyl borane; di-n-butylboryl trifluoromethanesulfonate; acetic acid; dimethyl sulfoxide; triethylamine; In dichloromethane;
DOI:10.1021/ja00169a042

Reference yield:

: 80697-99-0
(S)-3-((R)-3-Benzyloxy-2-methyl-propionyl)-4-isopropyl-oxazolidin-2-one

: 128329-67-9
(3R,4S)-1-(benzyloxy)-3-hydroxy-2-methyl-4-((((4-methylphenyl)sulfonyl)oxy)methyl)-5-hexene

Guidance literature:: Multi-step reaction with 5 steps

1: 76 percent / LiAlH₄ / tetrahydrofuran / 1.) -78 deg C, 0.5 h, 2.) 25 deg C, 2 h

2: oxalyl chloride, DMSO / CH₂Cl₂ / 0.5 h / -78 °C

3: 1.) triethylamine, di-n-butylboryl triflate / 1.) CH₂Cl₂, from -78 deg C to 0 deg C, 50 min, 2.) -78 deg C, 18 h

4: 1.) tri-n-butylborane, glacial acetic acid, 2.) lithium borohydride / 1.) THF, 25 deg C, 1.5 h, 2a.) 0 deg C, 1.5 h, 2b.) 25 deg C, 30 min

5: 0.908 g / pyridine / 18 h / 5 °C

With pyridine; lithium aluminium tetrahydride; lithium borohydride; oxalyl dichloride; tributyl borane; di-n-butylboryl trifluoromethanesulfonate; acetic acid; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja00169a042