(E)-(3R,6S)-7-(tert-Butyl-diphenyl-silanyloxy)-3-[2-(4-methoxy-benzyloxy)-ethyl]-3,6-dimethyl-hept-4-enoic acid dimethylamide

Base Information

Chemical Name:(E)-(3R,6S)-7-(tert-Butyl-diphenyl-silanyloxy)-3-[2-(4-methoxy-benzyloxy)-ethyl]-3,6-dimethyl-hept-4-enoic acid dimethylamide
CAS No.:266675-81-4
Molecular Formula:C₃₇H₅₁NO₄Si
Molecular Weight:601.902
Hs Code.:

Synonyms:(E)-(3R,6S)-7-(tert-Butyl-diphenyl-silanyloxy)-3-[2-(4-methoxy-benzyloxy)-ethyl]-3,6-dimethyl-hept-4-enoic acid dimethylamide

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Chemical Property of (E)-(3R,6S)-7-(tert-Butyl-diphenyl-silanyloxy)-3-[2-(4-methoxy-benzyloxy)-ethyl]-3,6-dimethyl-hept-4-enoic acid dimethylamide

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Technology Process of (E)-(3R,6S)-7-(tert-Butyl-diphenyl-silanyloxy)-3-[2-(4-methoxy-benzyloxy)-ethyl]-3,6-dimethyl-hept-4-enoic acid dimethylamide

There total 8 articles about (E)-(3R,6S)-7-(tert-Butyl-diphenyl-silanyloxy)-3-[2-(4-methoxy-benzyloxy)-ethyl]-3,6-dimethyl-hept-4-enoic acid dimethylamide 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: 89.0%

: 25408-61-1
Ν,Ν-dimethylacetamide dimethyl acetal

: 266676-07-7
(2R,3R,Z)-1-((tert-butyldiphenylsilyl)oxy)-7-((4-methoxybenzyl)oxy)-2,5-dimethylhept-4-en-3-ol

: 266675-81-4
(E)-(3R,6S)-7-(tert-Butyl-diphenyl-silanyloxy)-3-[2-(4-methoxy-benzyloxy)-ethyl]-3,6-dimethyl-hept-4-enoic acid dimethylamide

Guidance literature:: In para-xylene; at 100 ℃;
DOI:10.1021/ol9904085

Reference yield:

: 89238-99-3
O-(4-methoxybenzyl)-trichloroacetimidate

: 266675-81-4
(E)-(3R,6S)-7-(tert-Butyl-diphenyl-silanyloxy)-3-[2-(4-methoxy-benzyloxy)-ethyl]-3,6-dimethyl-hept-4-enoic acid dimethylamide

Guidance literature:: Multi-step reaction with 8 steps

1.1: TfOH / diethyl ether / 20 °C

2.1: nBuLi / tetrahydrofuran / -78 - 20 °C

3.1: tetrahydrofuran / -45 °C

4.1: LiAlH₄ / diethyl ether / 0 °C

5.1: MnO₂ / CH₂Cl₂

5.2: 74 percent / Bu₂BOTf; Et₃N / CH₂Cl₂ / -78 °C

6.1: 86 percent / LiBH₄; MeOH / diethyl ether

7.1: 84 percent / Et₃N; DMAP / CH₂Cl₂

8.1: 89 percent / p-xylene / 100 °C

With methanol; dmap; manganese(IV) oxide; lithium aluminium tetrahydride; lithium borohydride; n-butyllithium; trifluorormethanesulfonic acid; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; para-xylene; 1.1: Substitution / 2.1: Substitution / 3.1: Addition / 4.1: Reduction / 5.1: Oxidation / 5.2: Evans aldolization / 6.1: cleavage / 7.1: silylation / 8.1: Eschenmoser-Claisen rearrangement;
DOI:10.1021/ol9904085

Reference yield:

: 218434-90-3
1-but-3-ynyloxymethyl-4-methoxy-benzene

: 266675-81-4
(E)-(3R,6S)-7-(tert-Butyl-diphenyl-silanyloxy)-3-[2-(4-methoxy-benzyloxy)-ethyl]-3,6-dimethyl-hept-4-enoic acid dimethylamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: nBuLi / tetrahydrofuran / -78 - 20 °C

2.1: tetrahydrofuran / -45 °C

3.1: LiAlH₄ / diethyl ether / 0 °C

4.1: MnO₂ / CH₂Cl₂

4.2: 74 percent / Bu₂BOTf; Et₃N / CH₂Cl₂ / -78 °C

5.1: 86 percent / LiBH₄; MeOH / diethyl ether

6.1: 84 percent / Et₃N; DMAP / CH₂Cl₂

7.1: 89 percent / p-xylene / 100 °C

With methanol; dmap; manganese(IV) oxide; lithium aluminium tetrahydride; lithium borohydride; n-butyllithium; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; para-xylene; 1.1: Substitution / 2.1: Addition / 3.1: Reduction / 4.1: Oxidation / 4.2: Evans aldolization / 5.1: cleavage / 6.1: silylation / 7.1: Eschenmoser-Claisen rearrangement;
DOI:10.1021/ol9904085