(E)-(4S,5R)-5-(tert-Butyl-diphenyl-silanyloxy)-7-(4-methoxy-benzyloxy)-4-methyl-hept-2-enoic acid methyl ester

Base Information

Chemical Name:(E)-(4S,5R)-5-(tert-Butyl-diphenyl-silanyloxy)-7-(4-methoxy-benzyloxy)-4-methyl-hept-2-enoic acid methyl ester
CAS No.:182284-94-2
Molecular Formula:C₃₃H₄₂O₅Si
Molecular Weight:546.779
Hs Code.:

Synonyms:(E)-(4S,5R)-5-(tert-Butyl-diphenyl-silanyloxy)-7-(4-methoxy-benzyloxy)-4-methyl-hept-2-enoic acid methyl ester

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Chemical Property of (E)-(4S,5R)-5-(tert-Butyl-diphenyl-silanyloxy)-7-(4-methoxy-benzyloxy)-4-methyl-hept-2-enoic acid methyl ester

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Technology Process of (E)-(4S,5R)-5-(tert-Butyl-diphenyl-silanyloxy)-7-(4-methoxy-benzyloxy)-4-methyl-hept-2-enoic acid methyl ester

There total 2 articles about (E)-(4S,5R)-5-(tert-Butyl-diphenyl-silanyloxy)-7-(4-methoxy-benzyloxy)-4-methyl-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: 100.0%

: 58479-61-1
tert-butylchlorodiphenylsilane

: 182284-83-9
(E)-(4S,5R)-5-Hydroxy-7-(4-methoxy-benzyloxy)-4-methyl-hept-2-enoic acid methyl ester

: 182284-94-2
(E)-(4S,5R)-5-(tert-Butyl-diphenyl-silanyloxy)-7-(4-methoxy-benzyloxy)-4-methyl-hept-2-enoic acid methyl ester

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; Ambient temperature;
DOI:10.1016/S0040-4039(96)01460-8

Reference yield:

: 182284-82-8
(Z)-3-{(2R,3R)-3-[2-(4-Methoxy-benzyloxy)-ethyl]-2-methyl-oxiranyl}-acrylic acid methyl ester

: 182284-94-2
(E)-(4S,5R)-5-(tert-Butyl-diphenyl-silanyloxy)-7-(4-methoxy-benzyloxy)-4-methyl-hept-2-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 84 percent / n-Bu₃P, HCO₂H-Et₃N / Pd₂(dba)3*CHCl₃ / dioxane / Ambient temperature

2: 100 percent / imidazole / dimethylformamide / Ambient temperature

With 1H-imidazole; formic acid; tributylphosphine; triethylamine; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; In 1,4-dioxane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(96)01460-8

Reference yield:

: 182284-94-2
(E)-(4S,5R)-5-(tert-Butyl-diphenyl-silanyloxy)-7-(4-methoxy-benzyloxy)-4-methyl-hept-2-enoic acid methyl ester

: 250379-11-4
(S)-1-{(2R,5S,7R,8S)-2-Butyl-7-[2-(4-methoxy-benzyloxy)-ethyl]-8-methyl-1,6-dioxa-spiro[4.5]dec-2-yl}-ethane-1,2-diol

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) OsO₄, NMO, 2.) Pb(OAc)4 / 1.) t-BuOH, acetone, H₂O, r.t., 2.) toluene, r.t.

2: 94 percent / Ph₃P / CH₂Cl₂ / 0 °C

3: 1.) n-BuLi / 1.) THF, -78 deg C, to r.t., 2.) 0 deg C to r.t.

4: 97 percent / H₂ / Pd/C / ethyl acetate / Ambient temperature

5: 34 percent / PPTS / methanol / Ambient temperature

6: 80 percent / n-Bu₄NF / tetrahydrofuran / Ambient temperature

7: 1.) p-TsOH / 1.) CHCl₃, r.t., 2.) CHCl₃, r.t.

With lead(IV) acetate; osmium(VIII) oxide; n-butyllithium; N-methyl-2-indolinone; tetrabutyl ammonium fluoride; hydrogen; pyridinium p-toluenesulfonate; toluene-4-sulfonic acid; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate;
DOI:10.1016/S0040-4039(96)01460-8