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

Base Information

Chemical Name:(2R,3S,5S,6R)-2-Benzyloxy-6-(2,5-dimethoxy-3-nitro-phenyl)-6-methoxy-5-methyl-hexane-1,3-diol
CAS No.:170901-52-7
Molecular Formula:C₂₃H₃₁NO₈
Molecular Weight:449.501
Hs Code.:

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

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Chemical Property of (2R,3S,5S,6R)-2-Benzyloxy-6-(2,5-dimethoxy-3-nitro-phenyl)-6-methoxy-5-methyl-hexane-1,3-diol

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Technology Process of (2R,3S,5S,6R)-2-Benzyloxy-6-(2,5-dimethoxy-3-nitro-phenyl)-6-methoxy-5-methyl-hexane-1,3-diol

There total 4 articles about (2R,3S,5S,6R)-2-Benzyloxy-6-(2,5-dimethoxy-3-nitro-phenyl)-6-methoxy-5-methyl-hexane-1,3-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: 85.0%

: 170901-51-6
(E)-(2S,5S,6R)-2-Benzyloxy-6-(2,5-dimethoxy-3-nitro-phenyl)-6-methoxy-5-methyl-hex-3-enoic acid methyl ester

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

Guidance literature:: With dimethylsulfide borane complex; In tetrahydrofuran; at 0 - 20 ℃; for 16h;
DOI:10.1021/ja00147a027

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 2 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

With sodium hydroxide; trimethylsilyl trifluoromethanesulfonate; dimethylsulfide borane complex; dihydrogen peroxide; In dichloromethane;
DOI:10.1021/ja974318b

Reference yield:

: (2R,3R,E)-methyl 2-(benzyloxy)-3-(dimethyl(phenyl)silyl)hex-4-enoate

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

Guidance literature:: Multi-step reaction with 2 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

With sodium hydroxide; trimethylsilyl trifluoromethanesulfonate; dimethylsulfide borane complex; dihydrogen peroxide; In dichloromethane;
DOI:10.1021/ja974318b