(1S,4R)-1-(tert-butyldimethylsilyloxy)-3-<(benzyloxy)methyl>-4-tert-butyloxy-2-cyclopentene

Base Information

Chemical Name:(1S,4R)-1-(tert-butyldimethylsilyloxy)-3-<(benzyloxy)methyl>-4-tert-butyloxy-2-cyclopentene
CAS No.:169191-17-7
Molecular Formula:C₂₃H₃₈O₃Si
Molecular Weight:390.638
Hs Code.:

Synonyms:(1S,4R)-1-(tert-butyldimethylsilyloxy)-3-<(benzyloxy)methyl>-4-tert-butyloxy-2-cyclopentene

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (1S,4R)-1-(tert-butyldimethylsilyloxy)-3-<(benzyloxy)methyl>-4-tert-butyloxy-2-cyclopentene

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Technology Process of (1S,4R)-1-(tert-butyldimethylsilyloxy)-3-<(benzyloxy)methyl>-4-tert-butyloxy-2-cyclopentene

There total 5 articles about (1S,4R)-1-(tert-butyldimethylsilyloxy)-3-<(benzyloxy)methyl>-4-tert-butyloxy-2-cyclopentene 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: 77.0%

: 169191-16-6
(1S,4R,5S)-1-(tert-butyldimethylsilyloxy)-3-<(benzyloxy)methyl>-4-tert-butyloxy-5-<(methylthio)thiocarbonyloxy>-2-cyclopentene

: 169191-17-7
(1S,4R)-1-(tert-butyldimethylsilyloxy)-3-<(benzyloxy)methyl>-4-tert-butyloxy-2-cyclopentene

Guidance literature:: With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; for 1.5h; Heating;
DOI:10.1080/07328319608002382

Reference yield:

: 89291-76-9
(1S,4R,5S)-(-)-3-<(benzyloxy)methyl>-4,5-O-isopropylidene-2-cyclopenten-1-ol

: 169191-17-7
(1S,4R)-1-(tert-butyldimethylsilyloxy)-3-<(benzyloxy)methyl>-4-tert-butyloxy-2-cyclopentene

Guidance literature:: Multi-step reaction with 4 steps

1: 54 percent / CH₂Cl₂; toluene / -78 deg C, rt, 18 h

2: 87.4 percent / imidazole / dimethylformamide / 0.67 h / Ambient temperature

3: 2.) NaH / 1.) THF, 0 deg C, 5 min, 2.) rt, 60 min

4: 77 percent / AIBN, n-Bu₃SnH / toluene / 1.5 h / Heating

With 1H-imidazole; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; sodium hydride; In dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1080/07328319608002382

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 169191-17-7
(1S,4R)-1-(tert-butyldimethylsilyloxy)-3-<(benzyloxy)methyl>-4-tert-butyloxy-2-cyclopentene

Guidance literature:: Multi-step reaction with 3 steps

1: 87.4 percent / imidazole / dimethylformamide / 0.67 h / Ambient temperature

2: 2.) NaH / 1.) THF, 0 deg C, 5 min, 2.) rt, 60 min

3: 77 percent / AIBN, n-Bu₃SnH / toluene / 1.5 h / Heating

With 1H-imidazole; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; sodium hydride; In N,N-dimethyl-formamide; toluene;
DOI:10.1080/07328319608002382