[(R)-2-{(4S,5R)-5-[(S)-Benzyloxy-((2R,3S)-3-vinyl-oxiranyl)-methyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-(4-methoxy-benzyloxy)-ethoxy]-tert-butyl-dimethyl-silane

Base Information

Chemical Name:[(R)-2-{(4S,5R)-5-[(S)-Benzyloxy-((2R,3S)-3-vinyl-oxiranyl)-methyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-(4-methoxy-benzyloxy)-ethoxy]-tert-butyl-dimethyl-silane
CAS No.:182411-37-6
Molecular Formula:C₃₃H₄₈O₇Si
Molecular Weight:584.825
Hs Code.:

[(R)-2-{(4S,5R)-5-[(S)-Benzyloxy-((2R,3S)-3-vinyl-oxiranyl)-methyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-(4-methoxy-benzyloxy)-ethoxy]-tert-butyl-dimethyl-silane

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Chemical Property of [(R)-2-{(4S,5R)-5-[(S)-Benzyloxy-((2R,3S)-3-vinyl-oxiranyl)-methyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-(4-methoxy-benzyloxy)-ethoxy]-tert-butyl-dimethyl-silane

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Technology Process of [(R)-2-{(4S,5R)-5-[(S)-Benzyloxy-((2R,3S)-3-vinyl-oxiranyl)-methyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-(4-methoxy-benzyloxy)-ethoxy]-tert-butyl-dimethyl-silane

There total 6 articles about [(R)-2-{(4S,5R)-5-[(S)-Benzyloxy-((2R,3S)-3-vinyl-oxiranyl)-methyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-(4-methoxy-benzyloxy)-ethoxy]-tert-butyl-dimethyl-silane 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:

: (3aS,4R,7R,7aS)-7-Benzyloxy-4-(tert-butyl-dimethyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-ol

: 182411-37-6
[(R)-2-{(4S,5R)-5-[(S)-Benzyloxy-((2R,3S)-3-vinyl-oxiranyl)-methyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-(4-methoxy-benzyloxy)-ethoxy]-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 6 steps

1: 67 percent / benzene / 6 h / Heating

2: 69 percent / TfOH / diethyl ether / Ambient temperature

3: 1.) DIBAL, 2.) NaBH₄, CeCl₃ / 1.) dichloromethane, hexane, -78 deg C, 30 min, 2.) MeOH, RT

4: (+)-diethyl tartrate, Ti(Oi-Pr)4, t-BuO₂H

5: (COCl)2, DMSO

With titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium tetrahydroborate; cerium(III) chloride; oxalyl dichloride; trifluorormethanesulfonic acid; diisobutylaluminium hydride; dimethyl sulfoxide; (+)-Weinsaeure-diethylester; In diethyl ether; benzene;
DOI:10.1016/0040-4020(96)00700-4

Reference yield:

: 182411-32-1
(E)-(S)-4-Benzyloxy-4-{(4R,5S)-5-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-1-hydroxy-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-but-2-enoic acid tert-butyl ester

: 182411-37-6
[(R)-2-{(4S,5R)-5-[(S)-Benzyloxy-((2R,3S)-3-vinyl-oxiranyl)-methyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-(4-methoxy-benzyloxy)-ethoxy]-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 5 steps

1: 69 percent / TfOH / diethyl ether / Ambient temperature

2: 1.) DIBAL, 2.) NaBH₄, CeCl₃ / 1.) dichloromethane, hexane, -78 deg C, 30 min, 2.) MeOH, RT

3: (+)-diethyl tartrate, Ti(Oi-Pr)4, t-BuO₂H

4: (COCl)2, DMSO

With titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium tetrahydroborate; cerium(III) chloride; oxalyl dichloride; trifluorormethanesulfonic acid; diisobutylaluminium hydride; dimethyl sulfoxide; (+)-Weinsaeure-diethylester; In diethyl ether;
DOI:10.1016/0040-4020(96)00700-4

Reference yield:

: 182411-36-5
[(2S,3R)-3-((S)-Benzyloxy-{(4R,5S)-5-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-1-(4-methoxy-benzyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-methyl)-oxiranyl]-methanol

: 182411-37-6
[(R)-2-{(4S,5R)-5-[(S)-Benzyloxy-((2R,3S)-3-vinyl-oxiranyl)-methyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-(4-methoxy-benzyloxy)-ethoxy]-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 2 steps

1: (COCl)2, DMSO

With oxalyl dichloride; dimethyl sulfoxide;
DOI:10.1016/0040-4020(96)00700-4