4-O-(2-acetamido-6-O-benzyl-2-deoxy-β-D-talopyranosyl)-2,3-O-isopropylidene-D-xylo-hexos-5-ulose dimethyl acetal

Base Information

Chemical Name:4-O-(2-acetamido-6-O-benzyl-2-deoxy-β-D-talopyranosyl)-2,3-O-isopropylidene-D-xylo-hexos-5-ulose dimethyl acetal
CAS No.:1245785-37-8
Molecular Formula:C₂₆H₃₉NO₁₂
Molecular Weight:557.595
Hs Code.:

Synonyms:4-O-(2-acetamido-6-O-benzyl-2-deoxy-β-D-talopyranosyl)-2,3-O-isopropylidene-D-xylo-hexos-5-ulose dimethyl acetal

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Chemical Property of 4-O-(2-acetamido-6-O-benzyl-2-deoxy-β-D-talopyranosyl)-2,3-O-isopropylidene-D-xylo-hexos-5-ulose dimethyl acetal

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Technology Process of 4-O-(2-acetamido-6-O-benzyl-2-deoxy-β-D-talopyranosyl)-2,3-O-isopropylidene-D-xylo-hexos-5-ulose dimethyl acetal

There total 1 articles about 4-O-(2-acetamido-6-O-benzyl-2-deoxy-β-D-talopyranosyl)-2,3-O-isopropylidene-D-xylo-hexos-5-ulose dimethyl acetal 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: 67.0%

: 791837-62-2
4-O-(2-acetamido-6-O-benzyl-2-deoxy-β-D-talopyranosyl)-2,3-O-isopropylidene-aldehydo-D-glucose dimethyl acetal

: 1245785-37-8
4-O-(2-acetamido-6-O-benzyl-2-deoxy-β-D-talopyranosyl)-2,3-O-isopropylidene-D-xylo-hexos-5-ulose dimethyl acetal

Guidance literature:: 4-O-(2-acetamido-6-O-benzyl-2-deoxy-β-D-talopyranosyl)-2,3-O-isopropylidene-aldehydo-D-glucose dimethyl acetal; With di(n-butyl)tin oxide; In toluene; for 20h; Reflux;

With N-Bromosuccinimide; In chloroform; at 20 ℃; regioselective reaction;
DOI:10.1016/j.bmcl.2010.05.109

Reference yield:

: 1245785-37-8
4-O-(2-acetamido-6-O-benzyl-2-deoxy-β-D-talopyranosyl)-2,3-O-isopropylidene-D-xylo-hexos-5-ulose dimethyl acetal

: C₂₁H₂₉NO₁₁

Guidance literature:: With trifluoroacetic acid; In water; at 20 ℃;
DOI:10.1016/j.bmcl.2010.05.109

Reference yield:

: 1245785-37-8
4-O-(2-acetamido-6-O-benzyl-2-deoxy-β-D-talopyranosyl)-2,3-O-isopropylidene-D-xylo-hexos-5-ulose dimethyl acetal

: 1245785-39-0
4-O-(2-acetamido-3,4-di-O-acetyl-6-O-benzyl-2-deoxy-β-D-talopyranosyl)-N-benzyl-2,3,6-tri-O-acetyl-1,5-di-deoxy-1,5-imino-D-glucitol

Guidance literature:: Multi-step reaction with 2 steps

1.1: trifluoroacetic acid / water / 20 °C

2.1: sodium cyanoborohydride / methanol / 60 °C

2.2: 24 h / 20 °C

With sodium cyanoborohydride; trifluoroacetic acid; In methanol; water;
DOI:10.1002/ejoc.201402555