(E)-(2R,3S,4S,5S,8R)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-9-(tert-butyl-diphenyl-silanyloxy)-1-(4-methoxy-benzyloxy)-2,6,8-trimethyl-non-6-ene-3,5-diol

Base Information

Chemical Name:(E)-(2R,3S,4S,5S,8R)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-9-(tert-butyl-diphenyl-silanyloxy)-1-(4-methoxy-benzyloxy)-2,6,8-trimethyl-non-6-ene-3,5-diol
CAS No.:346708-23-4
Molecular Formula:C₄₃H₆₆O₆Si₂
Molecular Weight:735.164
Hs Code.:

(E)-(2R,3S,4S,5S,8R)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-9-(tert-butyl-diphenyl-silanyloxy)-1-(4-methoxy-benzyloxy)-2,6,8-trimethyl-non-6-ene-3,5-diol

Synonyms:(E)-(2R,3S,4S,5S,8R)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-9-(tert-butyl-diphenyl-silanyloxy)-1-(4-methoxy-benzyloxy)-2,6,8-trimethyl-non-6-ene-3,5-diol

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Chemical Property of (E)-(2R,3S,4S,5S,8R)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-9-(tert-butyl-diphenyl-silanyloxy)-1-(4-methoxy-benzyloxy)-2,6,8-trimethyl-non-6-ene-3,5-diol

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Technology Process of (E)-(2R,3S,4S,5S,8R)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-9-(tert-butyl-diphenyl-silanyloxy)-1-(4-methoxy-benzyloxy)-2,6,8-trimethyl-non-6-ene-3,5-diol

There total 6 articles about (E)-(2R,3S,4S,5S,8R)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-9-(tert-butyl-diphenyl-silanyloxy)-1-(4-methoxy-benzyloxy)-2,6,8-trimethyl-non-6-ene-3,5-diol 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:

: 346708-22-3
(E)-(2R,4R,5S,8R)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-9-(tert-butyl-diphenyl-silanyloxy)-5-hydroxy-1-(4-methoxy-benzyloxy)-2,6,8-trimethyl-non-6-en-3-one

: (E)-(2R,3R,4S,5S,8R)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-9-(tert-butyl-diphenyl-silanyloxy)-1-(4-methoxy-benzyloxy)-2,6,8-trimethyl-non-6-ene-3,5-diol

: 346708-23-4
(E)-(2R,3S,4S,5S,8R)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-9-(tert-butyl-diphenyl-silanyloxy)-1-(4-methoxy-benzyloxy)-2,6,8-trimethyl-non-6-ene-3,5-diol

Guidance literature:: With sodium tetrahydroborate; diethyl methoxy borane; In tetrahydrofuran; methanol; at -78 ℃; Title compound not separated from byproducts;
DOI:10.1016/S0040-4039(01)00401-4

Reference yield:

: 160238-46-0
(2R)-3-(4-methoxybenzyloxy)-2-methyl-1-propanal

: 346708-23-4
(E)-(2R,3S,4S,5S,8R)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-9-(tert-butyl-diphenyl-silanyloxy)-1-(4-methoxy-benzyloxy)-2,6,8-trimethyl-non-6-ene-3,5-diol

Guidance literature:: Multi-step reaction with 6 steps

1.1: LDA / tetrahydrofuran / -78 °C

2.1: DIBAL-H / diethyl ether / 0 °C

3.1: pyridine / 0 °C

4.1: 95 percent / CH₂Cl₂ / 0 °C

5.1: (c-hex)2BCl; Et₃N / diethyl ether / -78 - 0 °C

5.2: diethyl ether / -78 - -20 °C

6.1: Et₂BOMe; NaBH₄ / methanol; tetrahydrofuran / -78 °C

With pyridine; sodium tetrahydroborate; diethyl methoxy borane; dicyclohexylboron chloride; diisobutylaluminium hydride; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; 4.1: Dess-Martin periodinane oxidation / 5.1: Paterson reaction;
DOI:10.1016/S0040-4039(01)00401-4

Reference yield:

: 346708-20-1
(2R,3R/S)-1-(p-methoxybenzyloxy)-2-methylpentane-3,5-diol

: 346708-23-4
(E)-(2R,3S,4S,5S,8R)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-9-(tert-butyl-diphenyl-silanyloxy)-1-(4-methoxy-benzyloxy)-2,6,8-trimethyl-non-6-ene-3,5-diol

Guidance literature:: Multi-step reaction with 4 steps

1.1: pyridine / 0 °C

2.1: 95 percent / CH₂Cl₂ / 0 °C

3.1: (c-hex)2BCl; Et₃N / diethyl ether / -78 - 0 °C

3.2: diethyl ether / -78 - -20 °C

4.1: Et₂BOMe; NaBH₄ / methanol; tetrahydrofuran / -78 °C

With pyridine; sodium tetrahydroborate; diethyl methoxy borane; dicyclohexylboron chloride; triethylamine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; 2.1: Dess-Martin periodinane oxidation / 3.1: Paterson reaction;
DOI:10.1016/S0040-4039(01)00401-4