(E)-(2R,3S,6R)-1-(tert-Butyl-dimethyl-silanyloxy)-7-(tert-butyl-diphenyl-silanyloxy)-2-[(2S,4S,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-4,6-dimethyl-hept-4-en-3-ol

Base Information

Chemical Name:(E)-(2R,3S,6R)-1-(tert-Butyl-dimethyl-silanyloxy)-7-(tert-butyl-diphenyl-silanyloxy)-2-[(2S,4S,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-4,6-dimethyl-hept-4-en-3-ol
CAS No.:346708-27-8
Molecular Formula:C₄₃H₆₄O₆Si₂
Molecular Weight:733.149
Hs Code.:

(E)-(2R,3S,6R)-1-(tert-Butyl-dimethyl-silanyloxy)-7-(tert-butyl-diphenyl-silanyloxy)-2-[(2S,4S,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-4,6-dimethyl-hept-4-en-3-ol

Synonyms:(E)-(2R,3S,6R)-1-(tert-Butyl-dimethyl-silanyloxy)-7-(tert-butyl-diphenyl-silanyloxy)-2-[(2S,4S,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-4,6-dimethyl-hept-4-en-3-ol

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Chemical Property of (E)-(2R,3S,6R)-1-(tert-Butyl-dimethyl-silanyloxy)-7-(tert-butyl-diphenyl-silanyloxy)-2-[(2S,4S,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-4,6-dimethyl-hept-4-en-3-ol

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Technology Process of (E)-(2R,3S,6R)-1-(tert-Butyl-dimethyl-silanyloxy)-7-(tert-butyl-diphenyl-silanyloxy)-2-[(2S,4S,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-4,6-dimethyl-hept-4-en-3-ol

There total 7 articles about (E)-(2R,3S,6R)-1-(tert-Butyl-dimethyl-silanyloxy)-7-(tert-butyl-diphenyl-silanyloxy)-2-[(2S,4S,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-4,6-dimethyl-hept-4-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: 80.0%

: 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

: 346708-27-8
(E)-(2R,3S,6R)-1-(tert-Butyl-dimethyl-silanyloxy)-7-(tert-butyl-diphenyl-silanyloxy)-2-[(2S,4S,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-4,6-dimethyl-hept-4-en-3-ol

Guidance literature:: With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane;
DOI:10.1016/S0040-4039(01)00401-4

Reference yield:

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

: 346708-27-8
(E)-(2R,3S,6R)-1-(tert-Butyl-dimethyl-silanyloxy)-7-(tert-butyl-diphenyl-silanyloxy)-2-[(2S,4S,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-4,6-dimethyl-hept-4-en-3-ol

Guidance literature:: Multi-step reaction with 7 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

7.1: 80 percent / DDQ / CH₂Cl₂

With pyridine; sodium tetrahydroborate; diethyl methoxy borane; dicyclohexylboron chloride; diisobutylaluminium hydride; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; 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

: 346708-27-8
(E)-(2R,3S,6R)-1-(tert-Butyl-dimethyl-silanyloxy)-7-(tert-butyl-diphenyl-silanyloxy)-2-[(2S,4S,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-4,6-dimethyl-hept-4-en-3-ol

Guidance literature:: Multi-step reaction with 5 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

5.1: 80 percent / DDQ / CH₂Cl₂

With pyridine; sodium tetrahydroborate; diethyl methoxy borane; dicyclohexylboron chloride; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; 2.1: Dess-Martin periodinane oxidation / 3.1: Paterson reaction;
DOI:10.1016/S0040-4039(01)00401-4