phenyl 2-azido-2-deoxy-3-O-benzyl-4,6-O-benzylidene-1-thio-α-D-galactopyranoside

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Chemical Name:phenyl 2-azido-2-deoxy-3-O-benzyl-4,6-O-benzylidene-1-thio-α-D-galactopyranoside
CAS No.:1356031-02-1
Molecular Formula:C₂₆H₂₅N₃O₄S
Molecular Weight:475.568
Hs Code.:

Synonyms:phenyl 2-azido-2-deoxy-3-O-benzyl-4,6-O-benzylidene-1-thio-α-D-galactopyranoside

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Chemical Property of phenyl 2-azido-2-deoxy-3-O-benzyl-4,6-O-benzylidene-1-thio-α-D-galactopyranoside

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Technology Process of phenyl 2-azido-2-deoxy-3-O-benzyl-4,6-O-benzylidene-1-thio-α-D-galactopyranoside

There total 3 articles about phenyl 2-azido-2-deoxy-3-O-benzyl-4,6-O-benzylidene-1-thio-α-D-galactopyranoside 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: 88.0%

: 100-39-0
benzyl bromide

: 500213-00-3
phenyl 2-azido-4,6-O-benzylidene-2-deoxy-1-thio-α-D-galactopyranoside

: 1356031-02-1
phenyl 2-azido-2-deoxy-3-O-benzyl-4,6-O-benzylidene-1-thio-α-D-galactopyranoside

Guidance literature:: phenyl 2-azido-4,6-O-benzylidene-2-deoxy-1-thio-α-D-galactopyranoside; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h;

benzyl bromide; In N,N-dimethyl-formamide; for 3h;
DOI:10.1016/j.tet.2011.11.088

Reference yield:

: 197663-12-0
phenyl 3,4,6-tri-O-acetyl-2-azido-2-deoxy-1-thiol-D-galactopyranoside

: 1356031-02-1
phenyl 2-azido-2-deoxy-3-O-benzyl-4,6-O-benzylidene-1-thio-α-D-galactopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium methylate / methanol / 1 h

1.2: IR₁₂₀ H⁺

2.1: toluene-4-sulfonic acid / N,N-dimethyl-formamide / 40 °C

3.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C

3.2: 3 h

With sodium methylate; sodium hydride; toluene-4-sulfonic acid; In methanol; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2011.11.088

Reference yield:

: 197663-19-7
phenyl-2-azido-2-deoxy-1-thio-D-galactopyranoside

: 1356031-02-1
phenyl 2-azido-2-deoxy-3-O-benzyl-4,6-O-benzylidene-1-thio-α-D-galactopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: toluene-4-sulfonic acid / N,N-dimethyl-formamide / 40 °C

2.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C

2.2: 3 h

With sodium hydride; toluene-4-sulfonic acid; In N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2011.11.088