(2S,3S,4R,6R)-2,7-O-bisbenzyl-3,4-[(2S,3S)-2,3-dimethoxybutan-2,3-dioxy]-heptane-1,2,3,4,6,7-hexaol

Base Information

Chemical Name:(2S,3S,4R,6R)-2,7-O-bisbenzyl-3,4-[(2S,3S)-2,3-dimethoxybutan-2,3-dioxy]-heptane-1,2,3,4,6,7-hexaol
CAS No.:1422183-82-1
Molecular Formula:C₂₇H₃₈O₈
Molecular Weight:490.594
Hs Code.:

Synonyms:(2S,3S,4R,6R)-2,7-O-bisbenzyl-3,4-[(2S,3S)-2,3-dimethoxybutan-2,3-dioxy]-heptane-1,2,3,4,6,7-hexaol

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Chemical Property of (2S,3S,4R,6R)-2,7-O-bisbenzyl-3,4-[(2S,3S)-2,3-dimethoxybutan-2,3-dioxy]-heptane-1,2,3,4,6,7-hexaol

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Technology Process of (2S,3S,4R,6R)-2,7-O-bisbenzyl-3,4-[(2S,3S)-2,3-dimethoxybutan-2,3-dioxy]-heptane-1,2,3,4,6,7-hexaol

There total 2 articles about (2S,3S,4R,6R)-2,7-O-bisbenzyl-3,4-[(2S,3S)-2,3-dimethoxybutan-2,3-dioxy]-heptane-1,2,3,4,6,7-hexaol 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: 46.0%

: (1S,2S,3R,4S,5S)-3,7-O-bisbenzyl-1,2-[(2S,3S)-2,3-dimethoxybutan-2,3-dioxy]-cyclohexane-4,5-diol

: 1422183-82-1
(2S,3S,4R,6R)-2,7-O-bisbenzyl-3,4-[(2S,3S)-2,3-dimethoxybutan-2,3-dioxy]-heptane-1,2,3,4,6,7-hexaol

: 1422183-83-2
(2S,3S,4R,6S)-2,7-O-bisbenzyl-3,4-[(2S,3S)-2,3-dimethoxybutan-2,3-dioxy]-heptane-1,2,3,4,6,7-hexaol

Guidance literature:: With sodium tetrahydroborate; sodium periodate;
DOI:10.1016/j.tet.2012.12.047

Reference yield:

: C₂₃H₃₂O₅

: 1422183-82-1
(2S,3S,4R,6R)-2,7-O-bisbenzyl-3,4-[(2S,3S)-2,3-dimethoxybutan-2,3-dioxy]-heptane-1,2,3,4,6,7-hexaol

Guidance literature:: Multi-step reaction with 2 steps

1: pyridine; 4-methylmorpholine N-oxide; osmium(VIII) oxide / tert-butyl alcohol; water; tetrahydrofuran / 19 h / 100 °C

2: sodium periodate; sodium tetrahydroborate

With pyridine; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; 4-methylmorpholine N-oxide; In tetrahydrofuran; water; tert-butyl alcohol;
DOI:10.1016/j.tet.2012.12.047

Reference yield:

: 1422183-82-1
(2S,3S,4R,6R)-2,7-O-bisbenzyl-3,4-[(2S,3S)-2,3-dimethoxybutan-2,3-dioxy]-heptane-1,2,3,4,6,7-hexaol

: 1422183-86-5
(3R,4S,5R,7S)-3-O-benzyl-4,5-[(2S,3S)-2,3-dimethoxybutan-2,3-dioxy]-7-benzyloxymethyl-thiepane-3,4,5-triol

Guidance literature:: (2S,3S,4R,6R)-2,7-O-bisbenzyl-3,4-[(2S,3S)-2,3-dimethoxybutan-2,3-dioxy]-heptane-1,2,3,4,6,7-hexaol; With methanesulfonyl chloride; In pyridine; at 0 ℃; for 0.5h;

With sodium sulfide; 15-crown-5; In ethanol; at 2 ℃; Reflux;
DOI:10.1016/j.tet.2012.12.047