benzyl 2-(chloroacetylamino)-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranoside

Base Information

Chemical Name:benzyl 2-(chloroacetylamino)-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranoside
CAS No.:104495-54-7
Molecular Formula:C₁₈H₂₄ClNO₆
Molecular Weight:385.845
Hs Code.:

Synonyms:benzyl 2-(chloroacetylamino)-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranoside

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Chemical Property of benzyl 2-(chloroacetylamino)-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranoside

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Technology Process of benzyl 2-(chloroacetylamino)-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranoside

There total 4 articles about benzyl 2-(chloroacetylamino)-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranoside 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: 87.0%

: 13318-87-1
benzyl 2-chloroacetamido-2-deoxy-β-D-glucopyranoside

: 77-76-9
2,2-dimethoxy-propane

: 104495-54-7
benzyl 2-(chloroacetylamino)-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranoside

Guidance literature:: With toluene-4-sulfonic acid; In N,N-dimethyl-formamide; for 12h; Ambient temperature;
DOI:10.1248/cpb.35.4436

Reference yield:

: 68499-56-9
1,3,4,6-tetra-O-acetyl-2-chloroacetamido-2-deoxy-β-D-glucopyranoside

: 104495-54-7
benzyl 2-(chloroacetylamino)-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: tin(IV) chloride / chloroform / 2.5 h / 20 °C

2: sodium methylate / methanol / 12 h / 20 °C / pH 8-9

3: pyridinium p-toluenesulfonate / acetonitrile / 80 - 82 °C

With sodium methylate; pyridinium p-toluenesulfonate; tin(IV) chloride; In methanol; chloroform; acetonitrile;
DOI:10.1016/j.tet.2018.07.051

Reference yield:

: 13347-90-5
benzyl 3,4,6-tri-O-acetyl-2-(chloroacetylylamino)-2-deoxy-β-D-glucopyranoside

: 104495-54-7
benzyl 2-(chloroacetylamino)-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: sodium methylate / methanol / 12 h / 20 °C / pH 8-9

2: pyridinium p-toluenesulfonate / acetonitrile / 80 - 82 °C

With sodium methylate; pyridinium p-toluenesulfonate; In methanol; acetonitrile;
DOI:10.1016/j.tet.2018.07.051