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

Base Information

Chemical Name:(2R,3S,5R)-2-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-5-methyl-6-(5-nitro-2,3,6-trimethoxy-phenyl)-hexanal
CAS No.:474411-08-0
Molecular Formula:C₂₃H₃₉NO₈Si
Molecular Weight:485.65
Hs Code.:

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

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

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

There total 3 articles about (2R,3S,5R)-2-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-5-methyl-6-(5-nitro-2,3,6-trimethoxy-phenyl)-hexanal 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: 90.0%

: 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

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

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; toluene; at -78 ℃; for 3h;
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

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

Guidance literature:: Multi-step reaction with 4 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

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:

: 474410-93-0
(2R,3S,5R)-2-[(1S,2S)-2-hydroxy-1,2-bis-(4-methoxy-phenyl)-ethoxy]-3-methoxy-5-methyl-6-(5-nitro-2,3,6-trimethoxy-phenyl)-hexanoic acid methyl ester

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

Guidance literature:: Multi-step reaction with 3 steps

1: 95 percent / ceric ammonium nitrate (CAN); H₂O / acetonitrile / 0.5 h / 0 °C

2: 99 percent / imidazole / dimethylformamide / 18 h / 20 °C

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

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