p-methylphenyl 3-O-acetyl-2-azido-4,6-O-benzylidene-2-deoxy-1-thio-β-D-galactopyranoside

Base Information

Chemical Name:p-methylphenyl 3-O-acetyl-2-azido-4,6-O-benzylidene-2-deoxy-1-thio-β-D-galactopyranoside
CAS No.:1410786-12-7
Molecular Formula:C₂₂H₂₃N₃O₅S
Molecular Weight:441.508
Hs Code.:

Synonyms:p-methylphenyl 3-O-acetyl-2-azido-4,6-O-benzylidene-2-deoxy-1-thio-β-D-galactopyranoside

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Chemical Property of p-methylphenyl 3-O-acetyl-2-azido-4,6-O-benzylidene-2-deoxy-1-thio-β-D-galactopyranoside

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Technology Process of p-methylphenyl 3-O-acetyl-2-azido-4,6-O-benzylidene-2-deoxy-1-thio-β-D-galactopyranoside

There total 7 articles about p-methylphenyl 3-O-acetyl-2-azido-4,6-O-benzylidene-2-deoxy-1-thio-β-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: 62.0%

: 3-O-acetyl-2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl trichloroacetimidate

: 258333-92-5
p-methylphenyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-1-thio-β-D-galactopyranoside

: 1410786-12-7
p-methylphenyl 3-O-acetyl-2-azido-4,6-O-benzylidene-2-deoxy-1-thio-β-D-galactopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -15 - 20 ℃; for 0.666667h; Inert atmosphere; Molecular sieve;
DOI:10.1016/j.carres.2017.09.001

Reference yield:

: 108-24-7
acetic anhydride

: 125760-23-8
4-methylphenyl 2-azido-4,6-O-benzylidene-2-deoxy-1-thio-β-D-galactopyranoside

: 1410786-12-7
p-methylphenyl 3-O-acetyl-2-azido-4,6-O-benzylidene-2-deoxy-1-thio-β-D-galactopyranoside

Guidance literature:: With pyridine; at 20 ℃; for 2h;
DOI:10.1016/j.tetasy.2012.08.006

Reference yield:

: 84278-00-2
1,3,4,6-tetra-O-acetyl-2-azido-2-deoxy-D-galactopyranose

: 1410786-12-7
p-methylphenyl 3-O-acetyl-2-azido-4,6-O-benzylidene-2-deoxy-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: boron trifluoride diethyl etherate / dichloromethane / 24 h / 0 - 20 °C

2: sodium methylate / methanol / 4 h / 20 °C

3: toluene-4-sulfonic acid / 24 h / 20 °C

4: pyridine / 2 h / 20 °C

With pyridine; boron trifluoride diethyl etherate; sodium methylate; toluene-4-sulfonic acid; In methanol; dichloromethane;
DOI:10.1016/j.tetasy.2012.08.006