methyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-5-trifluoroacetamido-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->3)-2,4,6-tri-O-benzoyl-D-galactopyranosyltrichloroacetimidate

Base Information

Chemical Name:methyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-5-trifluoroacetamido-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->3)-2,4,6-tri-O-benzoyl-D-galactopyranosyltrichloroacetimidate
CAS No.:646040-77-9
Molecular Formula:C₄₉H₄₈Cl₃F₃N₂O₂₁
Molecular Weight:1164.28
Hs Code.:

methyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-5-trifluoroacetamido-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->3)-2,4,6-tri-O-benzoyl-D-galactopyranosyltrichloroacetimidate

Synonyms:methyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-5-trifluoroacetamido-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->3)-2,4,6-tri-O-benzoyl-D-galactopyranosyltrichloroacetimidate

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Chemical Property of methyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-5-trifluoroacetamido-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->3)-2,4,6-tri-O-benzoyl-D-galactopyranosyltrichloroacetimidate

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Technology Process of methyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-5-trifluoroacetamido-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->3)-2,4,6-tri-O-benzoyl-D-galactopyranosyltrichloroacetimidate

There total 4 articles about methyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-5-trifluoroacetamido-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->3)-2,4,6-tri-O-benzoyl-D-galactopyranosyltrichloroacetimidate 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: 92.0%

: 545-06-2
trichloroacetonitrile

: 502688-70-2
2-(trimethylsilyl)ethyl (methyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-5-trifluoroacetamido-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->3)-2,4,6-tri-O-benzoyl-β-D-galactopyranoside

: 646040-77-9
methyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-5-trifluoroacetamido-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->3)-2,4,6-tri-O-benzoyl-D-galactopyranosyltrichloroacetimidate

Guidance literature:: 2-(trimethylsilyl)ethyl (methyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-5-trifluoroacetamido-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->3)-2,4,6-tri-O-benzoyl-β-D-galactopyranoside; With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1h;

trichloroacetonitrile; With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 0 ℃; for 2h;
DOI:10.1016/S0008-6215(02)00274-4

Reference yield:

: 224035-66-9
4-acetoxy-2-[7-hydroxy-2-phenyl-6-(2-trimethylsilanyl-ethoxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-6-(1,2,3-triacetoxy-propyl)-5-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-2-carboxylic acid methyl ester

: 646040-77-9
methyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-5-trifluoroacetamido-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->3)-2,4,6-tri-O-benzoyl-D-galactopyranosyltrichloroacetimidate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 96 percent / H₂; acetic acid / Pd/C / 12 h / 20 °C

2.1: 92 percent / 4-dimethylaminopyridine / pyridine / 12 h / 20 °C

3.1: trifluoroacetic acid / CH₂Cl₂ / 1 h / 20 °C

3.2: 92 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / CH₂Cl₂ / 2 h / 0 °C

With dmap; hydrogen; acetic acid; trifluoroacetic acid; palladium on activated charcoal; In pyridine; dichloromethane;
DOI:10.1016/S0008-6215(02)00274-4

Reference yield:

: 93-97-0
benzoic acid anhydride

: 646040-77-9
methyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-5-trifluoroacetamido-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->3)-2,4,6-tri-O-benzoyl-D-galactopyranosyltrichloroacetimidate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 92 percent / 4-dimethylaminopyridine / pyridine / 12 h / 20 °C

2.1: trifluoroacetic acid / CH₂Cl₂ / 1 h / 20 °C

2.2: 92 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / CH₂Cl₂ / 2 h / 0 °C

With dmap; trifluoroacetic acid; In pyridine; dichloromethane;
DOI:10.1016/S0008-6215(02)00274-4