(3S,4S,5S,6S,7S)-8-benzyloxy-1,1-dibromo-4,6-isopropylidenedioxy-3,5,7-trimethyl-1-octene

Base Information

Chemical Name:(3S,4S,5S,6S,7S)-8-benzyloxy-1,1-dibromo-4,6-isopropylidenedioxy-3,5,7-trimethyl-1-octene
CAS No.:618095-87-7
Molecular Formula:C₂₁H₃₀Br₂O₃
Molecular Weight:490.275
Hs Code.:

Synonyms:(3S,4S,5S,6S,7S)-8-benzyloxy-1,1-dibromo-4,6-isopropylidenedioxy-3,5,7-trimethyl-1-octene

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Chemical Property of (3S,4S,5S,6S,7S)-8-benzyloxy-1,1-dibromo-4,6-isopropylidenedioxy-3,5,7-trimethyl-1-octene

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Technology Process of (3S,4S,5S,6S,7S)-8-benzyloxy-1,1-dibromo-4,6-isopropylidenedioxy-3,5,7-trimethyl-1-octene

There total 3 articles about (3S,4S,5S,6S,7S)-8-benzyloxy-1,1-dibromo-4,6-isopropylidenedioxy-3,5,7-trimethyl-1-octene 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:

: 558-13-4
carbon tetrabromide

: 105539-49-9
(2R,3R,4R,5S,6S)-7-benzyloxy-3,5-isopropylidenedioxy-2,4,6-trimethylheptanal

: 618095-87-7
(3S,4S,5S,6S,7S)-8-benzyloxy-1,1-dibromo-4,6-isopropylidenedioxy-3,5,7-trimethyl-1-octene

Guidance literature:: With pyridine; In dichloromethane; at 0 ℃; for 0.5h;
DOI:10.1021/ol035227o

Reference yield:

: 619332-75-1
(S)-2-[(4S,5S,6S)-6-((S)-2-Benzyloxy-1-methyl-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-propan-1-ol

: 618095-87-7
(3S,4S,5S,6S,7S)-8-benzyloxy-1,1-dibromo-4,6-isopropylidenedioxy-3,5,7-trimethyl-1-octene

Guidance literature:: Multi-step reaction with 2 steps

1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

2: 9.07 g / pyridine / CH₂Cl₂ / 0.5 h / 0 °C

With pyridine; oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane;
DOI:10.1021/ol035227o

Reference yield:

: 619332-74-0
(2S,3S,4R,5S,6S)-7-benzyloxy-3,5-isopropylidenedioxy-2,4,6-trimethylheptyl-2,2-dimethylpropionate

: 618095-87-7
(3S,4S,5S,6S,7S)-8-benzyloxy-1,1-dibromo-4,6-isopropylidenedioxy-3,5,7-trimethyl-1-octene

Guidance literature:: Multi-step reaction with 3 steps

1: DIBAL / CH₂Cl₂; hexane / 0.5 h / -78 °C

2: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

3: 9.07 g / pyridine / CH₂Cl₂ / 0.5 h / 0 °C

With pyridine; oxalyl dichloride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; In hexane; dichloromethane;
DOI:10.1021/ol035227o