(2R,3R)-2-<2-O-benzyl-3,4-O-isopropylidene-2,3,4-trihydroxybut-1-yl>-1,3-dithiane

Base Information

Chemical Name:(2R,3R)-2-<2-O-benzyl-3,4-O-isopropylidene-2,3,4-trihydroxybut-1-yl>-1,3-dithiane
CAS No.:128111-95-5
Molecular Formula:C₁₈H₂₆O₃S₂
Molecular Weight:354.535
Hs Code.:

Synonyms:(2R,3R)-2-<2-O-benzyl-3,4-O-isopropylidene-2,3,4-trihydroxybut-1-yl>-1,3-dithiane

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Chemical Property of (2R,3R)-2-<2-O-benzyl-3,4-O-isopropylidene-2,3,4-trihydroxybut-1-yl>-1,3-dithiane

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Technology Process of (2R,3R)-2-<2-O-benzyl-3,4-O-isopropylidene-2,3,4-trihydroxybut-1-yl>-1,3-dithiane

There total 4 articles about (2R,3R)-2-<2-O-benzyl-3,4-O-isopropylidene-2,3,4-trihydroxybut-1-yl>-1,3-dithiane 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: 93.0%

: 128111-94-4
(2R,3R)-2-<3,4-O-isopropylidene-2,3,4-trihydroxybut-1-yl>-1,3-dithiane

: 100-39-0
benzyl bromide

: 128111-95-5
(2R,3R)-2-<2-O-benzyl-3,4-O-isopropylidene-2,3,4-trihydroxybut-1-yl>-1,3-dithiane

Guidance literature:: In N,N-dimethyl-formamide;

Reference yield:

: 74134-79-5,212375-57-0
(4R)-2,2-dimethyl-4-[(2R)-oxiran-2-yl]-1,3-dioxolane

: 128111-95-5
(2R,3R)-2-<2-O-benzyl-3,4-O-isopropylidene-2,3,4-trihydroxybut-1-yl>-1,3-dithiane

Guidance literature:: Multi-step reaction with 2 steps

1: 78 percent / tetrahydrofuran

2: 93 percent / dimethylformamide

In tetrahydrofuran; N,N-dimethyl-formamide;

Reference yield:

: 128056-99-5
(2R,3S)-1,2-O-isopropylidene-3-O-(p-toluenesulfonyl)-1,2,3,4-butanetetrol

: 128111-95-5
(2R,3R)-2-<2-O-benzyl-3,4-O-isopropylidene-2,3,4-trihydroxybut-1-yl>-1,3-dithiane

Guidance literature:: Multi-step reaction with 3 steps

1: 91.5 percent / 2M sodium methoxide / methanol; diethyl ether / 1 h / Ambient temperature

2: 1) n-BuLi / THF, 1) -20 deg C, 2 h, 2) 0 deg C, 3 h

3: 1) NaH / DMF, 1) -10 deg C, 30 min, 2) r.t., 12 h

With n-butyllithium; sodium methylate; sodium hydride; In methanol; diethyl ether;
DOI:10.1021/jo00301a035