(3R,4S,6R)-3-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-6-methyl-7-(5-nitro-2,3,6-trimethoxy-phenyl)-heptan-2-ol

Base Information

Chemical Name:(3R,4S,6R)-3-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-6-methyl-7-(5-nitro-2,3,6-trimethoxy-phenyl)-heptan-2-ol
CAS No.:474410-95-2
Molecular Formula:C₂₄H₄₃NO₈Si
Molecular Weight:501.693
Hs Code.:

Synonyms:(3R,4S,6R)-3-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-6-methyl-7-(5-nitro-2,3,6-trimethoxy-phenyl)-heptan-2-ol

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Chemical Property of (3R,4S,6R)-3-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-6-methyl-7-(5-nitro-2,3,6-trimethoxy-phenyl)-heptan-2-ol

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Technology Process of (3R,4S,6R)-3-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-6-methyl-7-(5-nitro-2,3,6-trimethoxy-phenyl)-heptan-2-ol

There total 4 articles about (3R,4S,6R)-3-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-6-methyl-7-(5-nitro-2,3,6-trimethoxy-phenyl)-heptan-2-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%

: 75-24-1
trimethylaluminum

: 474411-08-0
(2R,3S,5R)-2-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-5-methyl-6-(5-nitro-2,3,6-trimethoxy-phenyl)-hexanal

: 474410-95-2
(3R,4S,6R)-3-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-6-methyl-7-(5-nitro-2,3,6-trimethoxy-phenyl)-heptan-2-ol

Guidance literature:: In dichloromethane; at -78 ℃; for 2.5h;
DOI:10.1021/jo034870l

Reference yield:

: 326606-26-2
(3S,5S,6S)-3-[(1S,3R)-1-methoxy-3-methyl-4-(5-nitro-2,3,6-trimethoxy-phenyl)-butyl]-5,6-bis-(4-methoxy-phenyl)-[1,4]dioxan-2-one

: 474410-95-2
(3R,4S,6R)-3-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-6-methyl-7-(5-nitro-2,3,6-trimethoxy-phenyl)-heptan-2-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 89 percent / methanol; tetrahydrofuran / 2.5 h / 0 °C

2: 95 percent / ceric ammonium nitrate (CAN); H₂O / acetonitrile / 0.5 h / 0 °C

3: 99 percent / imidazole / dimethylformamide / 18 h / 20 °C

4: 90 percent / DIBAL-H / CH₂Cl₂; toluene / 3 h / -78 °C

5: 80 percent / CH₂Cl₂ / 2.5 h / -78 °C

With 1H-imidazole; ammonium cerium(IV) nitrate; water; diisobutylaluminium hydride; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1021/jo034870l

Reference yield:

: 474410-94-1
(2R,3S,5R)-2-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-5-methyl-6-(5-nitro-2,3,6-trimethoxy-phenyl)-hexanoic acid methyl ester

: 474410-95-2
(3R,4S,6R)-3-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-6-methyl-7-(5-nitro-2,3,6-trimethoxy-phenyl)-heptan-2-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 90 percent / DIBAL-H / CH₂Cl₂; toluene / 3 h / -78 °C

2: 80 percent / CH₂Cl₂ / 2.5 h / -78 °C

With diisobutylaluminium hydride; In dichloromethane; toluene;
DOI:10.1021/jo034870l