(1R,2R,3S,5R)-2-(tert-butyldiphenylsilyloxy)-3-(4-methoxybenzyloxy)-5-vinylcyclopentanol

Base Information

Chemical Name:(1R,2R,3S,5R)-2-(tert-butyldiphenylsilyloxy)-3-(4-methoxybenzyloxy)-5-vinylcyclopentanol
CAS No.:1374851-73-6
Molecular Formula:C₃₁H₃₈O₄Si
Molecular Weight:502.726
Hs Code.:

Synonyms:(1R,2R,3S,5R)-2-(tert-butyldiphenylsilyloxy)-3-(4-methoxybenzyloxy)-5-vinylcyclopentanol

Suppliers and Price of (1R,2R,3S,5R)-2-(tert-butyldiphenylsilyloxy)-3-(4-methoxybenzyloxy)-5-vinylcyclopentanol

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Chemical Property of (1R,2R,3S,5R)-2-(tert-butyldiphenylsilyloxy)-3-(4-methoxybenzyloxy)-5-vinylcyclopentanol

Chemical Property:

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Technology Process of (1R,2R,3S,5R)-2-(tert-butyldiphenylsilyloxy)-3-(4-methoxybenzyloxy)-5-vinylcyclopentanol

There total 7 articles about (1R,2R,3S,5R)-2-(tert-butyldiphenylsilyloxy)-3-(4-methoxybenzyloxy)-5-vinylcyclopentanol 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: 41.0%

: 1374851-72-5
(1R,2R,3S,5R)-3-(4-methoxybenzyloxy)-5-vinylcyclopentane-1,2-diol

: 58479-61-1
tert-butylchlorodiphenylsilane

: 1374851-74-7
(1S,2R,3R,5S)-2-(tert-butyldiphenylsilyloxy)-5-(4-methoxybenzyloxy)-3-vinylcyclopentanol

: 1374851-73-6
(1R,2R,3S,5R)-2-(tert-butyldiphenylsilyloxy)-3-(4-methoxybenzyloxy)-5-vinylcyclopentanol

Guidance literature:: With 1H-imidazole; dmap; In dichloromethane; at 0 - 20 ℃; for 2h;
DOI:10.1016/j.tet.2012.03.023

Reference yield:

: 1009810-93-8
(3aS,4S,6R,6aR)-4-(4-methoxybenzyloxy)-6-vinyltetrahydro-3aH-spiro[cyclopenta[d][1,3]dioxole-2,1'-cyclopentane]

: 1374851-73-6
(1R,2R,3S,5R)-2-(tert-butyldiphenylsilyloxy)-3-(4-methoxybenzyloxy)-5-vinylcyclopentanol

Guidance literature:: Multi-step reaction with 2 steps

1: hydrogenchloride / methanol / 25 °C

2: 1H-imidazole; dmap / dichloromethane / 2 h / 0 - 20 °C

With 1H-imidazole; hydrogenchloride; dmap; In methanol; dichloromethane;
DOI:10.1016/j.tet.2012.03.023

Reference yield:

: 1374851-71-4
(3aR,6R,6aR)-6-vinyldihydro-3aH-spiro[cyclopenta[d][1,3]dioxole-2,1'-cyclopentan]-4(6aH)-one

: 1374851-73-6
(1R,2R,3S,5R)-2-(tert-butyldiphenylsilyloxy)-3-(4-methoxybenzyloxy)-5-vinylcyclopentanol

Guidance literature:: Multi-step reaction with 4 steps

1.1: methanol; sodium tetrahydroborate; cerium(III) chloride heptahydrate / 1 h / 0 - 20 °C

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C

2.2: 3 h / 0 - 20 °C

3.1: hydrogenchloride / methanol / 25 °C

4.1: 1H-imidazole; dmap / dichloromethane / 2 h / 0 - 20 °C

With 1H-imidazole; hydrogenchloride; methanol; dmap; sodium tetrahydroborate; cerium(III) chloride heptahydrate; sodium hydride; In methanol; dichloromethane; N,N-dimethyl-formamide; mineral oil;
DOI:10.1016/j.tet.2012.03.023