p-tolyl 2-acetamido-4,6-O-benzylidene-2-N,3-O-carbonyl-2-deoxy-1-thio-β-D-glucopyranoside

Base Information

Chemical Name:p-tolyl 2-acetamido-4,6-O-benzylidene-2-N,3-O-carbonyl-2-deoxy-1-thio-β-D-glucopyranoside
CAS No.:905266-78-6
Molecular Formula:C₂₃H₂₃NO₆S
Molecular Weight:441.505
Hs Code.:

Synonyms:p-tolyl 2-acetamido-4,6-O-benzylidene-2-N,3-O-carbonyl-2-deoxy-1-thio-β-D-glucopyranoside

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Chemical Property of p-tolyl 2-acetamido-4,6-O-benzylidene-2-N,3-O-carbonyl-2-deoxy-1-thio-β-D-glucopyranoside

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Technology Process of p-tolyl 2-acetamido-4,6-O-benzylidene-2-N,3-O-carbonyl-2-deoxy-1-thio-β-D-glucopyranoside

There total 3 articles about p-tolyl 2-acetamido-4,6-O-benzylidene-2-N,3-O-carbonyl-2-deoxy-1-thio-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: 84.0%

: 501088-76-2
(3aR,4S,5aR,8R,9aS,9bR)-8-Phenyl-4-p-tolylsulfanyl-hexahydro-1,5,7,9-tetraoxa-3-aza-cyclopenta[a]naphthalen-2-one

: 75-36-5
acetyl chloride

: 905266-78-6
p-tolyl 2-acetamido-4,6-O-benzylidene-2-N,3-O-carbonyl-2-deoxy-1-thio-β-D-glucopyranoside

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 6h;
DOI:10.1016/j.carres.2006.01.007

Reference yield:

: 501088-62-6
(2R,4aR,6S,7R,8R,8aS)-7-Amino-2-phenyl-6-p-tolylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol

: 905266-78-6
p-tolyl 2-acetamido-4,6-O-benzylidene-2-N,3-O-carbonyl-2-deoxy-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 84 percent / H₂O; acetonitrile / 3 h / 0 °C

2: 84 percent / DIPEA / CH₂Cl₂ / 6 h / 20 °C

With N-ethyl-N,N-diisopropylamine; In dichloromethane; water; acetonitrile;
DOI:10.1016/j.carres.2006.01.007

Reference yield:

: 220645-16-9
4-methylphenyl 4,6-O-benzylidene-2-deoxyl-1-thio-2-phthalimido-β-D-glucopyranoside

: 905266-78-6
p-tolyl 2-acetamido-4,6-O-benzylidene-2-N,3-O-carbonyl-2-deoxy-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 88 percent / ethylenediamine / ethanol / 16 h / Heating

2: 84 percent / H₂O; acetonitrile / 3 h / 0 °C

3: 84 percent / DIPEA / CH₂Cl₂ / 6 h / 20 °C

With ethylenediamine; N-ethyl-N,N-diisopropylamine; In ethanol; dichloromethane; water; acetonitrile;
DOI:10.1016/j.carres.2006.01.007