[(2R,3S,5S,6R)-2-Benzyloxy-6-(2,5-dimethoxy-3-nitro-phenyl)-3,6-dimethoxy-5-methyl-hexyloxy]-tert-butyl-dimethyl-silane

Base Information

Chemical Name:[(2R,3S,5S,6R)-2-Benzyloxy-6-(2,5-dimethoxy-3-nitro-phenyl)-3,6-dimethoxy-5-methyl-hexyloxy]-tert-butyl-dimethyl-silane
CAS No.:170707-49-0
Molecular Formula:C₃₀H₄₇NO₈Si
Molecular Weight:577.791
Hs Code.:

Synonyms:[(2R,3S,5S,6R)-2-Benzyloxy-6-(2,5-dimethoxy-3-nitro-phenyl)-3,6-dimethoxy-5-methyl-hexyloxy]-tert-butyl-dimethyl-silane

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Chemical Property of [(2R,3S,5S,6R)-2-Benzyloxy-6-(2,5-dimethoxy-3-nitro-phenyl)-3,6-dimethoxy-5-methyl-hexyloxy]-tert-butyl-dimethyl-silane

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Technology Process of [(2R,3S,5S,6R)-2-Benzyloxy-6-(2,5-dimethoxy-3-nitro-phenyl)-3,6-dimethoxy-5-methyl-hexyloxy]-tert-butyl-dimethyl-silane

There total 7 articles about [(2R,3S,5S,6R)-2-Benzyloxy-6-(2,5-dimethoxy-3-nitro-phenyl)-3,6-dimethoxy-5-methyl-hexyloxy]-tert-butyl-dimethyl-silane 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%

: 420-37-1
trimethoxonium tetrafluoroborate

: 170707-48-9
(2R,3S,5S,6R)-2-Benzyloxy-1-(tert-butyl-dimethyl-silanyloxy)-6-(2,5-dimethoxy-3-nitro-phenyl)-6-methoxy-5-methyl-hexan-3-ol

: 170707-49-0
[(2R,3S,5S,6R)-2-Benzyloxy-6-(2,5-dimethoxy-3-nitro-phenyl)-3,6-dimethoxy-5-methyl-hexyloxy]-tert-butyl-dimethyl-silane

Guidance literature:: DOI:10.1021/ol036092p

Reference yield:

: 170901-52-7
(2R,3S,5S,6R)-2-Benzyloxy-6-(2,5-dimethoxy-3-nitro-phenyl)-6-methoxy-5-methyl-hexane-1,3-diol

: 170707-49-0
[(2R,3S,5S,6R)-2-Benzyloxy-6-(2,5-dimethoxy-3-nitro-phenyl)-3,6-dimethoxy-5-methyl-hexyloxy]-tert-butyl-dimethyl-silane

Guidance literature:: DOI:10.1021/ol036092p

Reference yield:

: 134333-50-9
2,5-dimethoxy-3-nitrobenzaldehyde dimethyl acetal

: 170707-49-0
[(2R,3S,5S,6R)-2-Benzyloxy-6-(2,5-dimethoxy-3-nitro-phenyl)-3,6-dimethoxy-5-methyl-hexyloxy]-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 4 steps

1: 89 percent / TMSOTf / CH₂Cl₂ / 16 h / -78 °C

2: 1.) BH₃*SMe₂, 2.) 5M aq. NaOH, 30percent H₂O₂ / 1.) THF, from 0 deg C to RT, 18 h, 2.) THF, from 0 deg C to RT, 120 min

3: imidazole / diethyl ether; dimethylformamide / 0 °C

4: 2,6-di-tert-butylpyridine / CH₂Cl₂ / Ambient temperature

With 1H-imidazole; sodium hydroxide; 2,6-di-tert-butyl-pyridine; trimethylsilyl trifluoromethanesulfonate; dimethylsulfide borane complex; dihydrogen peroxide; In diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja974318b