p-tolyl 2-azido-4,6-O-benzylidene-3-O-benzyl-2-deoxy-thio-α-D-galactopyranoside

Base Information

Chemical Name:p-tolyl 2-azido-4,6-O-benzylidene-3-O-benzyl-2-deoxy-thio-α-D-galactopyranoside
CAS No.:1310050-38-4
Molecular Formula:C₂₇H₂₇N₃O₄S
Molecular Weight:489.595
Hs Code.:

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

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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

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

There total 6 articles about p-tolyl 2-azido-4,6-O-benzylidene-3-O-benzyl-2-deoxy-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: 91.6%

: 1310050-37-3
C₂₀H₂₁N₃O₄S

: 100-39-0
benzyl bromide

: 1310050-38-4
p-tolyl 2-azido-4,6-O-benzylidene-3-O-benzyl-2-deoxy-thio-α-D-galactopyranoside

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 - 20 ℃;
DOI:10.1021/jo1025157

Reference yield:

: C₂₃H₂₉N₃O₄SSi

: 100-52-7
benzaldehyde

: 1310050-38-4
p-tolyl 2-azido-4,6-O-benzylidene-3-O-benzyl-2-deoxy-thio-α-D-galactopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -40 ℃; for 4h;
DOI:10.1039/d0ob00252f

Reference yield:

: p-tolyl 2-deoxy-2-azido-1-thio-α/β-D-galactopyranoside

: 1310050-38-4
p-tolyl 2-azido-4,6-O-benzylidene-3-O-benzyl-2-deoxy-thio-α-D-galactopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: trimethylsilyl trifluoromethanesulfonate / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere

2.1: dichloromethane / 1 h / 20 °C / Molecular sieve

2.2: 0.5 h / -30 °C

3.1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 4 h / -40 °C

With trimethylsilyl trifluoromethanesulfonate; In tetrahydrofuran; dichloromethane;
DOI:10.1039/d0ob00252f