(+)-(1S,2S,3R,4S)-2-Benzyloxy-1,3-bis(tert-butyldimethylsilyloxy)-4-ethoxycarbonylmethylcyclopentane

Base Information

Chemical Name:(+)-(1S,2S,3R,4S)-2-Benzyloxy-1,3-bis(tert-butyldimethylsilyloxy)-4-ethoxycarbonylmethylcyclopentane
CAS No.:145741-52-2
Molecular Formula:C₂₈H₅₀O₅Si₂
Molecular Weight:522.873
Hs Code.:

Synonyms:(+)-(1S,2S,3R,4S)-2-Benzyloxy-1,3-bis(tert-butyldimethylsilyloxy)-4-ethoxycarbonylmethylcyclopentane

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Chemical Property of (+)-(1S,2S,3R,4S)-2-Benzyloxy-1,3-bis(tert-butyldimethylsilyloxy)-4-ethoxycarbonylmethylcyclopentane

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Technology Process of (+)-(1S,2S,3R,4S)-2-Benzyloxy-1,3-bis(tert-butyldimethylsilyloxy)-4-ethoxycarbonylmethylcyclopentane

There total 4 articles about (+)-(1S,2S,3R,4S)-2-Benzyloxy-1,3-bis(tert-butyldimethylsilyloxy)-4-ethoxycarbonylmethylcyclopentane 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: 92.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 145741-67-9
(+)-(1S,2S,3R,4R)-Ethyl 5-benzyloxy-3-tert-butyldimethylsilyloxy-4-ethoxycarbonylmethylcyclopentan-1-ol

: 145741-52-2
(+)-(1S,2S,3R,4S)-2-Benzyloxy-1,3-bis(tert-butyldimethylsilyloxy)-4-ethoxycarbonylmethylcyclopentane

Guidance literature:: With 1H-imidazole; dmap; In dichloromethane; for 3h; Ambient temperature;
DOI:10.1039/P19920002625

Reference yield:

: 145741-65-7
(-)-(2E)-(4R,5R,6R)-5-Benzyloxy-4,6-dihydroxy-7-(1',3'-dithiolan-2'-yl)hept-2-enoate

: 145741-52-2
(+)-(1S,2S,3R,4S)-2-Benzyloxy-1,3-bis(tert-butyldimethylsilyloxy)-4-ethoxycarbonylmethylcyclopentane

Guidance literature:: Multi-step reaction with 3 steps

1: 100 percent / imidazole, DMAP / CH₂Cl₂ / 24 h / Ambient temperature

2: 17 percent / tributyltin hydride, AIBN / benzene / 34 h / Heating

3: 92 percent / imidazole, DMAP / CH₂Cl₂ / 3 h / Ambient temperature

With 1H-imidazole; dmap; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In dichloromethane; benzene;
DOI:10.1039/P19920002625

Reference yield:

: 145741-66-8
(-)-(2E)-(4R,5S,6R)-5-Benzyloxy-4-tert-butyldimethylsilyloxy-7-(1',3'-dithiolan-2'-yl)-6-hydroxyhept-2-enoate

: 145741-52-2
(+)-(1S,2S,3R,4S)-2-Benzyloxy-1,3-bis(tert-butyldimethylsilyloxy)-4-ethoxycarbonylmethylcyclopentane

Guidance literature:: Multi-step reaction with 2 steps

1: 17 percent / tributyltin hydride, AIBN / benzene / 34 h / Heating

2: 92 percent / imidazole, DMAP / CH₂Cl₂ / 3 h / Ambient temperature

With 1H-imidazole; dmap; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In dichloromethane; benzene;
DOI:10.1039/P19920002625