(-)-(1R,4S,6R)-6-exo-(benzyloxy)-2-<<(tert-butyl)dimethylsilyl>oxy>-7-oxabicyclo<2.2.1>hept-2-ene

Base Information

Chemical Name:(-)-(1R,4S,6R)-6-exo-(benzyloxy)-2-<<(tert-butyl)dimethylsilyl>oxy>-7-oxabicyclo<2.2.1>hept-2-ene
CAS No.:122825-55-2
Molecular Formula:C₁₉H₂₈O₃Si
Molecular Weight:332.515
Hs Code.:

Synonyms:(-)-(1R,4S,6R)-6-exo-(benzyloxy)-2-<<(tert-butyl)dimethylsilyl>oxy>-7-oxabicyclo<2.2.1>hept-2-ene

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Chemical Property of (-)-(1R,4S,6R)-6-exo-(benzyloxy)-2-<<(tert-butyl)dimethylsilyl>oxy>-7-oxabicyclo<2.2.1>hept-2-ene

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Technology Process of (-)-(1R,4S,6R)-6-exo-(benzyloxy)-2-<<(tert-butyl)dimethylsilyl>oxy>-7-oxabicyclo<2.2.1>hept-2-ene

There total 5 articles about (-)-(1R,4S,6R)-6-exo-(benzyloxy)-2-<<(tert-butyl)dimethylsilyl>oxy>-7-oxabicyclo<2.2.1>hept-2-ene 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: 93.0%

: 77377-52-7
N-methyl-N-tert-butyldimethylsilyl-1,1,1-trifluoroacetamide

: 122825-54-1
(+)-(1R,4S,6R)-6-exo-(benzyloxy)-7-oxabicyclo<2.2.1>heptan-2-one

: 122825-55-2
(-)-(1R,4S,6R)-6-exo-(benzyloxy)-2-<<(tert-butyl)dimethylsilyl>oxy>-7-oxabicyclo<2.2.1>hept-2-ene

Guidance literature:: With triethylamine; In N,N-dimethyl-formamide; at 60 ℃; for 96h;
DOI:10.1002/hlca.19890720211

Reference yield:

: 100-39-0
benzyl bromide

: 122825-55-2
(-)-(1R,4S,6R)-6-exo-(benzyloxy)-2-<<(tert-butyl)dimethylsilyl>oxy>-7-oxabicyclo<2.2.1>hept-2-ene

Guidance literature:: Multi-step reaction with 3 steps

1: 88 percent / NaH / dimethylformamide / 14 h / 25 °C

2: 93 percent / H₂O, Nafion / acetone / 4 h / Heating

3: 93 percent / Et₃N / dimethylformamide / 96 h / 60 °C

With water; sodium hydride; triethylamine; Nafion; In N,N-dimethyl-formamide; acetone;
DOI:10.1002/hlca.19890720211

Reference yield:

: 122825-53-0
(1R,4S,6R)-6-exo-(benzyloxy)-2,2-dimethoxy-7-oxabicyclo<2.2.1>heptane

: 122825-55-2
(-)-(1R,4S,6R)-6-exo-(benzyloxy)-2-<<(tert-butyl)dimethylsilyl>oxy>-7-oxabicyclo<2.2.1>hept-2-ene

Guidance literature:: Multi-step reaction with 2 steps

1: 93 percent / H₂O, Nafion / acetone / 4 h / Heating

2: 93 percent / Et₃N / dimethylformamide / 96 h / 60 °C

With water; triethylamine; Nafion; In N,N-dimethyl-formamide; acetone;
DOI:10.1002/hlca.19890720211