p-tolyl (methyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-5-trichloroacetamido-D-glycero-α-D-galacto-2-nonulopyranosylonate-(2->3))-4,6-O-benzylidene-1-thio-β-D-galactopyranoside

Base Information

Chemical Name:p-tolyl (methyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-5-trichloroacetamido-D-glycero-α-D-galacto-2-nonulopyranosylonate-(2->3))-4,6-O-benzylidene-1-thio-β-D-galactopyranoside
CAS No.:1071226-16-8
Molecular Formula:C₄₀H₄₆Cl₃NO₁₇S
Molecular Weight:951.227
Hs Code.:

p-tolyl (methyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-5-trichloroacetamido-D-glycero-α-D-galacto-2-nonulopyranosylonate-(2->3))-4,6-O-benzylidene-1-thio-β-D-galactopyranoside

Synonyms:p-tolyl (methyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-5-trichloroacetamido-D-glycero-α-D-galacto-2-nonulopyranosylonate-(2->3))-4,6-O-benzylidene-1-thio-β-D-galactopyranoside

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Chemical Property of p-tolyl (methyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-5-trichloroacetamido-D-glycero-α-D-galacto-2-nonulopyranosylonate-(2->3))-4,6-O-benzylidene-1-thio-β-D-galactopyranoside

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Technology Process of p-tolyl (methyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-5-trichloroacetamido-D-glycero-α-D-galacto-2-nonulopyranosylonate-(2->3))-4,6-O-benzylidene-1-thio-β-D-galactopyranoside

There total 8 articles about p-tolyl (methyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-5-trichloroacetamido-D-glycero-α-D-galacto-2-nonulopyranosylonate-(2->3))-4,6-O-benzylidene-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: 68.0%

: 1360862-23-2
methyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-5-trichloroacetamido-D-glycero-D-galacto-2-nonulopyranosonate-2-(N-phenyl)-trifluoroacetimidate

: 220645-86-3
p-methylphenyl 4,6-O-benzylidene-1-thio-β-D-galactopyranoside

: 1071226-16-8
p-tolyl (methyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-5-trichloroacetamido-D-glycero-α-D-galacto-2-nonulopyranosylonate-(2->3))-4,6-O-benzylidene-1-thio-β-D-galactopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; acetonitrile; at -65 - 20 ℃; Molecular sieve; Inert atmosphere;
DOI:10.1002/chem.200800757

Reference yield:

: 374573-40-7
(2S,4S,5R,6R)-5-Amino-4-hydroxy-2-p-tolylsulfanyl-6-((1R,2R)-1,2,3-trihydroxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester

: 1071226-16-8
p-tolyl (methyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-5-trichloroacetamido-D-glycero-α-D-galacto-2-nonulopyranosylonate-(2->3))-4,6-O-benzylidene-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: triethylamine / methanol / 0 - 20 °C / Inert atmosphere

2.1: pyridine; dmap / 0 - 20 °C / Inert atmosphere

3.1: N-Bromosuccinimide; water / acetone; water / 0 - 20 °C / Inert atmosphere

4.1: 1H-tetrazole / dichloromethane; acetonitrile / 0.5 h / -40 - 20 °C / Inert atmosphere

5.1: dichloromethane; acetonitrile / 0.5 h / 20 °C / Inert atmosphere; Molecular sieve

5.2: 2 h / -40 °C / Inert atmosphere

With pyridine; 1H-tetrazole; dmap; N-Bromosuccinimide; water; triethylamine; In methanol; dichloromethane; water; acetone; acetonitrile;
DOI:10.1016/j.tetlet.2012.08.077

Reference yield:

: C₂₀H₂₆Cl₃NO₁₃

: 1071226-16-8
p-tolyl (methyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-5-trichloroacetamido-D-glycero-α-D-galacto-2-nonulopyranosylonate-(2->3))-4,6-O-benzylidene-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: 1H-tetrazole / dichloromethane; acetonitrile / 0.5 h / -40 - 20 °C / Inert atmosphere

2.1: dichloromethane; acetonitrile / 0.5 h / 20 °C / Inert atmosphere; Molecular sieve

2.2: 2 h / -40 °C / Inert atmosphere

With 1H-tetrazole; In dichloromethane; acetonitrile;
DOI:10.1016/j.tetlet.2012.08.077