allyl 2-acetamido-4-O-[2,4,6-tri-O-acetyl-3-O-(4,6-O-benzylidene-3-chloroacetyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranosyl)-β-D-galactopyranosyl]-6-O-benzyl-2-deoxy-3-O-trichloroethyloxylcarbonyl-β-D-glucopyranoside

Base Information

Chemical Name:allyl 2-acetamido-4-O-[2,4,6-tri-O-acetyl-3-O-(4,6-O-benzylidene-3-chloroacetyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranosyl)-β-D-galactopyranosyl]-6-O-benzyl-2-deoxy-3-O-trichloroethyloxylcarbonyl-β-D-glucopyranoside
CAS No.:1360605-77-1
Molecular Formula:C₅₀H₅₇Cl₇N₂O₂₂
Molecular Weight:1286.17
Hs Code.:

allyl 2-acetamido-4-O-[2,4,6-tri-O-acetyl-3-O-(4,6-O-benzylidene-3-chloroacetyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranosyl)-β-D-galactopyranosyl]-6-O-benzyl-2-deoxy-3-O-trichloroethyloxylcarbonyl-β-D-glucopyranoside

Synonyms:allyl 2-acetamido-4-O-[2,4,6-tri-O-acetyl-3-O-(4,6-O-benzylidene-3-chloroacetyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranosyl)-β-D-galactopyranosyl]-6-O-benzyl-2-deoxy-3-O-trichloroethyloxylcarbonyl-β-D-glucopyranoside

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Chemical Property of allyl 2-acetamido-4-O-[2,4,6-tri-O-acetyl-3-O-(4,6-O-benzylidene-3-chloroacetyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranosyl)-β-D-galactopyranosyl]-6-O-benzyl-2-deoxy-3-O-trichloroethyloxylcarbonyl-β-D-glucopyranoside

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Technology Process of allyl 2-acetamido-4-O-[2,4,6-tri-O-acetyl-3-O-(4,6-O-benzylidene-3-chloroacetyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranosyl)-β-D-galactopyranosyl]-6-O-benzyl-2-deoxy-3-O-trichloroethyloxylcarbonyl-β-D-glucopyranoside

There total 11 articles about allyl 2-acetamido-4-O-[2,4,6-tri-O-acetyl-3-O-(4,6-O-benzylidene-3-chloroacetyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranosyl)-β-D-galactopyranosyl]-6-O-benzyl-2-deoxy-3-O-trichloroethyloxylcarbonyl-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: 33.0%

: 1360605-74-8
allyl 2-acetamido-4-O-(2,4,6-tri-O-acetyl-β-D-galactopyranosyl)-6-O-benzyl-2-deoxy-3-O-trichloroethyloxylcarbonyl-β-D-glucopyranoside

: 181584-01-0
Chloro-acetic acid (2R,4aR,6R,7R,8R,8aS)-2-phenyl-6-(2,2,2-trichloro-acetimidoyloxy)-7-(2,2,2-trichloro-acetylamino)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

: 1360605-77-1
allyl 2-acetamido-4-O-[2,4,6-tri-O-acetyl-3-O-(4,6-O-benzylidene-3-chloroacetyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranosyl)-β-D-galactopyranosyl]-6-O-benzyl-2-deoxy-3-O-trichloroethyloxylcarbonyl-β-D-glucopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 ℃; for 0.75h; Inert atmosphere;
DOI:10.1002/ejoc.201101342

Reference yield:

: 1220958-10-0
tolyl 2,4,6-tri-O-acetyl-3-O-chloroacetyl-β-1-thio-D-galactolpyranoside

: 1360605-77-1
allyl 2-acetamido-4-O-[2,4,6-tri-O-acetyl-3-O-(4,6-O-benzylidene-3-chloroacetyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranosyl)-β-D-galactopyranosyl]-6-O-benzyl-2-deoxy-3-O-trichloroethyloxylcarbonyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: N-iodo-succinimide; trifluorormethanesulfonic acid; water / acetonitrile / 0.5 h / 0 °C / Inert atmosphere

2: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 1 h / 20 °C / Inert atmosphere

3: boron trifluoride diethyl etherate / dichloromethane / 1.5 h / 40 °C / Inert atmosphere

4: pyridine; thiourea / ethanol / 2 h / 80 °C / Inert atmosphere

5: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 0.75 h / 0 °C / Inert atmosphere

With pyridine; N-iodo-succinimide; trifluorormethanesulfonic acid; trimethylsilyl trifluoromethanesulfonate; boron trifluoride diethyl etherate; water; 1,8-diazabicyclo[5.4.0]undec-7-ene; thiourea; In ethanol; dichloromethane; acetonitrile;
DOI:10.1002/ejoc.201101342

Reference yield:

: C₂₁H₂₄Cl₃NO₈

: 1360605-77-1
allyl 2-acetamido-4-O-[2,4,6-tri-O-acetyl-3-O-(4,6-O-benzylidene-3-chloroacetyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranosyl)-β-D-galactopyranosyl]-6-O-benzyl-2-deoxy-3-O-trichloroethyloxylcarbonyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: sodium cyanoborohydride / tetrahydrofuran / 2 h / Molecular sieve; Inert atmosphere

2: boron trifluoride diethyl etherate / dichloromethane / 1.5 h / 40 °C / Inert atmosphere

3: pyridine; thiourea / ethanol / 2 h / 80 °C / Inert atmosphere

4: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 0.75 h / 0 °C / Inert atmosphere

With pyridine; trimethylsilyl trifluoromethanesulfonate; boron trifluoride diethyl etherate; sodium cyanoborohydride; thiourea; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1002/ejoc.201101342