4-methoxyphenyl 3,4,6-tri-O-acetyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside

Base Information

Chemical Name:4-methoxyphenyl 3,4,6-tri-O-acetyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside
CAS No.:273400-77-4
Molecular Formula:C₂₁H₂₄Cl₃NO₁₀
Molecular Weight:556.781
Hs Code.:

Synonyms:4-methoxyphenyl 3,4,6-tri-O-acetyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside

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Chemical Property of 4-methoxyphenyl 3,4,6-tri-O-acetyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside

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Technology Process of 4-methoxyphenyl 3,4,6-tri-O-acetyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside

There total 5 articles about 4-methoxyphenyl 3,4,6-tri-O-acetyl-2-deoxy-2-trichloroacetamido-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: 87.0%

: 56644-75-8,10353-00-1
1,3,4,6-tetra-O-acetyl-2-deoxy-2-(2,2,2-trichloroacetamido)-β-D-glucopyranose

: 150-76-5
4-methoxy-phenol

: 273400-77-4
4-methoxyphenyl 3,4,6-tri-O-acetyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside

Guidance literature:: With trifluorormethanesulfonic acid; 4 A molecular sieve; In dichloromethane; at 0 - 20 ℃; for 3h;
DOI:10.1016/S0008-6215(99)00322-5

Reference yield: 80.0%

: trimethylsilyl 3,4,6-tri-O-acetyl-2-deoxy-2-trichloroacetamido-α-D-glucopyranoside

: 150-76-5
4-methoxy-phenol

: 273400-77-4
4-methoxyphenyl 3,4,6-tri-O-acetyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at 0 - 20 ℃; for 4h; Inert atmosphere;
DOI:10.1021/acs.joc.0c02813

Reference yield:

: 1078691-95-8
(+)-D-glucosamine hydrochloride

: 273400-77-4
4-methoxyphenyl 3,4,6-tri-O-acetyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: acetonitrile / 3 h / 20 °C / Inert atmosphere

2: pyridine / 2 h / 0 °C / Inert atmosphere

3: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere

4: boron trifluoride diethyl etherate / dichloromethane / 4 h / 0 - 20 °C / Inert atmosphere

With pyridine; trimethylsilyl trifluoromethanesulfonate; boron trifluoride diethyl etherate; In dichloromethane; acetonitrile;
DOI:10.1021/acs.joc.0c02813