(E)-(3R,4S,6S)-1-{(2S,3R)-3-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-2-methyl-oxiranyl}-7-(tert-butyl-diphenyl-silanyloxy)-4-methoxy-6-methyl-hept-1-en-3-ol

Base Information

Chemical Name:(E)-(3R,4S,6S)-1-{(2S,3R)-3-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-2-methyl-oxiranyl}-7-(tert-butyl-diphenyl-silanyloxy)-4-methoxy-6-methyl-hept-1-en-3-ol
CAS No.:136262-64-1
Molecular Formula:C₃₇H₆₀O₅Si₂
Molecular Weight:641.051
Hs Code.:

(E)-(3R,4S,6S)-1-{(2S,3R)-3-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-2-methyl-oxiranyl}-7-(tert-butyl-diphenyl-silanyloxy)-4-methoxy-6-methyl-hept-1-en-3-ol

Synonyms:(E)-(3R,4S,6S)-1-{(2S,3R)-3-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-2-methyl-oxiranyl}-7-(tert-butyl-diphenyl-silanyloxy)-4-methoxy-6-methyl-hept-1-en-3-ol

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Chemical Property of (E)-(3R,4S,6S)-1-{(2S,3R)-3-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-2-methyl-oxiranyl}-7-(tert-butyl-diphenyl-silanyloxy)-4-methoxy-6-methyl-hept-1-en-3-ol

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Technology Process of (E)-(3R,4S,6S)-1-{(2S,3R)-3-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-2-methyl-oxiranyl}-7-(tert-butyl-diphenyl-silanyloxy)-4-methoxy-6-methyl-hept-1-en-3-ol

There total 14 articles about (E)-(3R,4S,6S)-1-{(2S,3R)-3-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-2-methyl-oxiranyl}-7-(tert-butyl-diphenyl-silanyloxy)-4-methoxy-6-methyl-hept-1-en-3-ol 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:

: 136262-63-0
(E)-(4S,6S)-1-{(2S,3R)-3-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-2-methyl-oxiranyl}-7-(tert-butyl-diphenyl-silanyloxy)-4-methoxy-6-methyl-hept-1-en-3-one

: 136262-64-1
(E)-(3R,4S,6S)-1-{(2S,3R)-3-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-2-methyl-oxiranyl}-7-(tert-butyl-diphenyl-silanyloxy)-4-methoxy-6-methyl-hept-1-en-3-ol

Guidance literature:: With zinc(II) tetrahydroborate; In diethyl ether; at -45 ℃; Yield given;
DOI:10.1021/jo00019a004

Reference yield:

: 123444-68-8
(S)-4-(tert-butyldiphenylsilyloxy)-3-methylbutanal

: 136262-64-1
(E)-(3R,4S,6S)-1-{(2S,3R)-3-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-2-methyl-oxiranyl}-7-(tert-butyl-diphenyl-silanyloxy)-4-methoxy-6-methyl-hept-1-en-3-ol

Guidance literature:: Multi-step reaction with 10 steps

2: DIBAH

3: L-(+)-DIPT, TBHP, TIP / -30 °C

4: Ph₃P, I₂, Im

5: n-BuLi / tetrahydrofuran / -78 deg C to room temp.

7: 1.) O₃, KOH / CH₂Cl₂

8: 78 percent

9: 80 percent / K₂CO₃ / 18-C-6 / toluene

10: Zn(BH₄)2 / diethyl ether / -45 °C

With tert.-butylhydroperoxide; potassium hydroxide; n-butyllithium; zinc(II) tetrahydroborate; L-(+)-diisopropyl tartrate; impramine; iodine; diisobutylaluminium hydride; isobutyltriphenylphosphonium bromide; potassium carbonate; ozone; triphenylphosphine; 18-crown-6 ether; In tetrahydrofuran; diethyl ether; toluene;
DOI:10.1021/jo00019a004

Reference yield:

: 95514-04-8,129029-85-2,120346-83-0
(S)-3-(tert-butyldiphenylsilyloxy)-2-methylpropan-1-ol

: 136262-64-1
(E)-(3R,4S,6S)-1-{(2S,3R)-3-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-2-methyl-oxiranyl}-7-(tert-butyl-diphenyl-silanyloxy)-4-methoxy-6-methyl-hept-1-en-3-ol

Guidance literature:: Multi-step reaction with 13 steps

1: Et₃N

2: NaI / dimethylsulfoxide

3: DIBAH / diethyl ether

5: DIBAH

6: L-(+)-DIPT, TBHP, TIP / -30 °C

7: Ph₃P, I₂, Im

8: n-BuLi / tetrahydrofuran / -78 deg C to room temp.

10: 1.) O₃, KOH / CH₂Cl₂

11: 78 percent

12: 80 percent / K₂CO₃ / 18-C-6 / toluene

13: Zn(BH₄)2 / diethyl ether / -45 °C

With tert.-butylhydroperoxide; potassium hydroxide; n-butyllithium; zinc(II) tetrahydroborate; L-(+)-diisopropyl tartrate; impramine; iodine; diisobutylaluminium hydride; isobutyltriphenylphosphonium bromide; potassium carbonate; ozone; triethylamine; triphenylphosphine; sodium iodide; 18-crown-6 ether; In tetrahydrofuran; diethyl ether; dimethyl sulfoxide; toluene;
DOI:10.1021/jo00019a004