(E)-(4S,5R)-4-Benzyloxymethoxy-7-(tert-butyl-diphenyl-silanyloxy)-5-phenyl-hept-2-enoic acid methyl ester

Base Information

Chemical Name:(E)-(4S,5R)-4-Benzyloxymethoxy-7-(tert-butyl-diphenyl-silanyloxy)-5-phenyl-hept-2-enoic acid methyl ester
CAS No.:234433-88-6
Molecular Formula:C₃₈H₄₄O₅Si
Molecular Weight:608.85
Hs Code.:

Synonyms:(E)-(4S,5R)-4-Benzyloxymethoxy-7-(tert-butyl-diphenyl-silanyloxy)-5-phenyl-hept-2-enoic acid methyl ester

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Chemical Property of (E)-(4S,5R)-4-Benzyloxymethoxy-7-(tert-butyl-diphenyl-silanyloxy)-5-phenyl-hept-2-enoic acid methyl ester

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Technology Process of (E)-(4S,5R)-4-Benzyloxymethoxy-7-(tert-butyl-diphenyl-silanyloxy)-5-phenyl-hept-2-enoic acid methyl ester

There total 13 articles about (E)-(4S,5R)-4-Benzyloxymethoxy-7-(tert-butyl-diphenyl-silanyloxy)-5-phenyl-hept-2-enoic acid methyl ester 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:

: phenylmagnesium bromide

: 234433-88-6
(E)-(4S,5R)-4-Benzyloxymethoxy-7-(tert-butyl-diphenyl-silanyloxy)-5-phenyl-hept-2-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: 86 percent / CuI; TMSCl / tetrahydrofuran / -78 °C

2: Dibal-H / toluene

3: DMAP / CH₂Cl₂

4: TBAF

7: TsOH

9: TMSBr

With dmap; copper(l) iodide; chloro-trimethyl-silane; trimethylsilyl bromide; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; dichloromethane; toluene; 1: Addition / 2: Reduction / 3: Etherification / 4: desilylation / 5: Swern oxidation / 6: Wittig reaction / 7: ether cleavage / 8: silylation / 9: acetal cleavage / 10: Mitsunobu reaction / 11: Etherification;
DOI:10.1016/S0040-4039(99)00783-2

Reference yield:

: 139190-51-5
Methyl (4S,E)-4-(benzyloxymethoxy)-5-(tert-butyldiphenylsiloxy)-2-pentenoate

: 234433-88-6
(E)-(4S,5R)-4-Benzyloxymethoxy-7-(tert-butyl-diphenyl-silanyloxy)-5-phenyl-hept-2-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: 86 percent / CuI; TMSCl / tetrahydrofuran / -78 °C

2: Dibal-H / toluene

3: DMAP / CH₂Cl₂

4: TBAF

7: TsOH

9: TMSBr

With dmap; copper(l) iodide; chloro-trimethyl-silane; trimethylsilyl bromide; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; dichloromethane; toluene; 1: Addition / 2: Reduction / 3: Etherification / 4: desilylation / 5: Swern oxidation / 6: Wittig reaction / 7: ether cleavage / 8: silylation / 9: acetal cleavage / 10: Mitsunobu reaction / 11: Etherification;
DOI:10.1016/S0040-4039(99)00783-2

Reference yield:

: 405144-45-8
(3R,4S)-4-Benzyloxymethoxy-5-(tert-butyl-diphenyl-silanyloxy)-3-phenyl-pentan-1-ol

: 234433-88-6
(E)-(4S,5R)-4-Benzyloxymethoxy-7-(tert-butyl-diphenyl-silanyloxy)-5-phenyl-hept-2-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: DMAP / CH₂Cl₂

2: TBAF

5: TsOH

7: TMSBr

With dmap; trimethylsilyl bromide; tetrabutyl ammonium fluoride; toluene-4-sulfonic acid; In dichloromethane; 1: Etherification / 2: desilylation / 3: Swern oxidation / 4: Wittig reaction / 5: ether cleavage / 6: silylation / 7: acetal cleavage / 8: Mitsunobu reaction / 9: Etherification;
DOI:10.1016/S0040-4039(99)00783-2