methyl 2-acetamido-3-O-(3,4-acetyl-2-O-paramethoxybenzyl-α-L-fucopyranosyl)-6-O-benzoyl-4-O-(4-chloro-4-deoxy-2,3,6-pivaloyl-β-D-galactopyranosyl)-2-deoxy-β-D-glucopyranoside

Base Information

Chemical Name:methyl 2-acetamido-3-O-(3,4-acetyl-2-O-paramethoxybenzyl-α-L-fucopyranosyl)-6-O-benzoyl-4-O-(4-chloro-4-deoxy-2,3,6-pivaloyl-β-D-galactopyranosyl)-2-deoxy-β-D-glucopyranoside
CAS No.:1402803-08-0
Molecular Formula:C₅₅H₇₆ClNO₂₁
Molecular Weight:1122.66
Hs Code.:

methyl 2-acetamido-3-O-(3,4-acetyl-2-O-paramethoxybenzyl-α-L-fucopyranosyl)-6-O-benzoyl-4-O-(4-chloro-4-deoxy-2,3,6-pivaloyl-β-D-galactopyranosyl)-2-deoxy-β-D-glucopyranoside

Synonyms:methyl 2-acetamido-3-O-(3,4-acetyl-2-O-paramethoxybenzyl-α-L-fucopyranosyl)-6-O-benzoyl-4-O-(4-chloro-4-deoxy-2,3,6-pivaloyl-β-D-galactopyranosyl)-2-deoxy-β-D-glucopyranoside

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Chemical Property of methyl 2-acetamido-3-O-(3,4-acetyl-2-O-paramethoxybenzyl-α-L-fucopyranosyl)-6-O-benzoyl-4-O-(4-chloro-4-deoxy-2,3,6-pivaloyl-β-D-galactopyranosyl)-2-deoxy-β-D-glucopyranoside

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Technology Process of methyl 2-acetamido-3-O-(3,4-acetyl-2-O-paramethoxybenzyl-α-L-fucopyranosyl)-6-O-benzoyl-4-O-(4-chloro-4-deoxy-2,3,6-pivaloyl-β-D-galactopyranosyl)-2-deoxy-β-D-glucopyranoside

There total 5 articles about methyl 2-acetamido-3-O-(3,4-acetyl-2-O-paramethoxybenzyl-α-L-fucopyranosyl)-6-O-benzoyl-4-O-(4-chloro-4-deoxy-2,3,6-pivaloyl-β-D-galactopyranosyl)-2-deoxy-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: 61.0%

: 1332865-56-1
3,4-O-acetyl-2-O-p-methoxybenzyl-1-thiophenyl-β-L-fucopyranoside

: 1402803-36-4
methyl 2-acetamido-6-O-benzoyl-4-O-(4-chloro-4-deoxy-2,3,6-tri-O-pivaloyl-β-D-galactopyranosyl)-2-deoxy-β-D-glucopyranoside

: 1402803-08-0
methyl 2-acetamido-3-O-(3,4-acetyl-2-O-paramethoxybenzyl-α-L-fucopyranosyl)-6-O-benzoyl-4-O-(4-chloro-4-deoxy-2,3,6-pivaloyl-β-D-galactopyranosyl)-2-deoxy-β-D-glucopyranoside

Guidance literature:: 3,4-O-acetyl-2-O-p-methoxybenzyl-1-thiophenyl-β-L-fucopyranoside; methyl 2-acetamido-6-O-benzoyl-4-O-(4-chloro-4-deoxy-2,3,6-tri-O-pivaloyl-β-D-galactopyranosyl)-2-deoxy-β-D-glucopyranoside; In diethyl ether; at 20 ℃; for 1h; Molecular sieve; Inert atmosphere;

With methyl trifluoromethanesulfonate; In diethyl ether; at 20 ℃; for 4h; Inert atmosphere;

With acetic anhydride; acetic acid; at 20 ℃; for 12h;
DOI:10.3762/bjoc.8.126

Reference yield:

: methyl 2-acetamido-3-O-chloroacetyl-2-deoxy-β-D-glucopyranoside

: 1402803-08-0
methyl 2-acetamido-3-O-(3,4-acetyl-2-O-paramethoxybenzyl-α-L-fucopyranosyl)-6-O-benzoyl-4-O-(4-chloro-4-deoxy-2,3,6-pivaloyl-β-D-galactopyranosyl)-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: 2,4,6-trimethyl-pyridine / dichloromethane / 24 h / 20 °C

2.1: boron trifluoride diethyl etherate / dichloromethane / 3 h / 40 °C

3.1: pyridine; thiourea / ethanol / 2 h / 80 °C

4.1: diethyl ether / 1 h / 20 °C / Molecular sieve; Inert atmosphere

4.2: 4 h / 20 °C / Inert atmosphere

4.3: 12 h / 20 °C

With pyridine; 2,4,6-trimethyl-pyridine; boron trifluoride diethyl etherate; thiourea; In diethyl ether; ethanol; dichloromethane;
DOI:10.3762/bjoc.8.126

Reference yield:

: methyl 2-acetamido-6-O-benzoyl-3-O-chloroacetyl-4-O-(4-chloro-4-deoxy-2,3,6-tri-O-pivaloyl-β-D-galactopyranosyl)-2-deoxy-β-D-glucopyranoside

: 1402803-08-0
methyl 2-acetamido-3-O-(3,4-acetyl-2-O-paramethoxybenzyl-α-L-fucopyranosyl)-6-O-benzoyl-4-O-(4-chloro-4-deoxy-2,3,6-pivaloyl-β-D-galactopyranosyl)-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: pyridine; thiourea / ethanol / 2 h / 80 °C

2.1: diethyl ether / 1 h / 20 °C / Molecular sieve; Inert atmosphere

2.2: 4 h / 20 °C / Inert atmosphere

2.3: 12 h / 20 °C

With pyridine; thiourea; In diethyl ether; ethanol;
DOI:10.3762/bjoc.8.126