(1R,2S,3R,4S)-3-Allyl-4-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-diphenyl-silanyloxymethyl)-cyclopentanol

Base Information

Chemical Name:(1R,2S,3R,4S)-3-Allyl-4-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-diphenyl-silanyloxymethyl)-cyclopentanol
CAS No.:211566-88-0
Molecular Formula:C₃₁H₄₈O₃Si₂
Molecular Weight:524.891
Hs Code.:

Synonyms:(1R,2S,3R,4S)-3-Allyl-4-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-diphenyl-silanyloxymethyl)-cyclopentanol

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Chemical Property of (1R,2S,3R,4S)-3-Allyl-4-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-diphenyl-silanyloxymethyl)-cyclopentanol

Chemical Property:

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Technology Process of (1R,2S,3R,4S)-3-Allyl-4-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-diphenyl-silanyloxymethyl)-cyclopentanol

There total 5 articles about (1R,2S,3R,4S)-3-Allyl-4-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-diphenyl-silanyloxymethyl)-cyclopentanol 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:

: 112440-64-9
(R)-(+)-3-(tert-butyldimethylsiloxy)-6-heptenal

: 211566-88-0
(1R,2S,3R,4S)-3-Allyl-4-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-diphenyl-silanyloxymethyl)-cyclopentanol

Guidance literature:: Multi-step reaction with 5 steps

1: 73 percent / SnCl₂ / CH₂Cl₂ / 1 h / Ambient temperature

2: 93 percent / TsN₃, Et₃N / acetonitrile / 36 h / Ambient temperature

3: Rh₂(OAc)4 / CH₂Cl₂ / 0.25 h / Heating

4: 78 percent / LiAlH₄ / tetrahydrofuran / 1 h / Ambient temperature

5: DMAP, Et₃N / CH₂Cl₂ / 27 h / Ambient temperature

With dmap; lithium aluminium tetrahydride; 4-toluenesulfonyl azide; triethylamine; tin(ll) chloride; dirhodium tetraacetate; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1055/s-1998-2095

Reference yield:

: 211613-55-7
(R)-5-(tert-Butyl-dimethyl-silanyloxy)-3-oxo-non-8-enoic acid methyl ester

: 211566-88-0
(1R,2S,3R,4S)-3-Allyl-4-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-diphenyl-silanyloxymethyl)-cyclopentanol

Guidance literature:: Multi-step reaction with 4 steps

1: 93 percent / TsN₃, Et₃N / acetonitrile / 36 h / Ambient temperature

2: Rh₂(OAc)4 / CH₂Cl₂ / 0.25 h / Heating

3: 78 percent / LiAlH₄ / tetrahydrofuran / 1 h / Ambient temperature

4: DMAP, Et₃N / CH₂Cl₂ / 27 h / Ambient temperature

With dmap; lithium aluminium tetrahydride; 4-toluenesulfonyl azide; triethylamine; dirhodium tetraacetate; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1055/s-1998-2095

Reference yield:

: 211566-84-6
(R)-5-(tert-Butyl-dimethyl-silanyloxy)-2-diazo-3-oxo-non-8-enoic acid methyl ester

: 211566-88-0
(1R,2S,3R,4S)-3-Allyl-4-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-diphenyl-silanyloxymethyl)-cyclopentanol

Guidance literature:: Multi-step reaction with 3 steps

1: Rh₂(OAc)4 / CH₂Cl₂ / 0.25 h / Heating

2: 78 percent / LiAlH₄ / tetrahydrofuran / 1 h / Ambient temperature

3: DMAP, Et₃N / CH₂Cl₂ / 27 h / Ambient temperature

With dmap; lithium aluminium tetrahydride; triethylamine; dirhodium tetraacetate; In tetrahydrofuran; dichloromethane;
DOI:10.1055/s-1998-2095