4-carboxymethyl-2-nitrobenzyl O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-(1-4)-O-(2,3,6-tri-O-acetyl-α-D-glucopyranosyl)-(1-4)-O-2,3,6-tri-O-acetyl-α- and β-D-glucopyranoside

Base Information

Chemical Name:4-carboxymethyl-2-nitrobenzyl O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-(1-4)-O-(2,3,6-tri-O-acetyl-α-D-glucopyranosyl)-(1-4)-O-2,3,6-tri-O-acetyl-α- and β-D-glucopyranoside
CAS No.:104946-24-9
Molecular Formula:C₄₇H₅₉NO₃₀
Molecular Weight:1117.97
Hs Code.:

4-carboxymethyl-2-nitrobenzyl O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-(1-4)-O-(2,3,6-tri-O-acetyl-α-D-glucopyranosyl)-(1-4)-O-2,3,6-tri-O-acetyl-α- and β-D-glucopyranoside

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Chemical Property of 4-carboxymethyl-2-nitrobenzyl O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-(1-4)-O-(2,3,6-tri-O-acetyl-α-D-glucopyranosyl)-(1-4)-O-2,3,6-tri-O-acetyl-α- and β-D-glucopyranoside

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Technology Process of 4-carboxymethyl-2-nitrobenzyl O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-(1-4)-O-(2,3,6-tri-O-acetyl-α-D-glucopyranosyl)-(1-4)-O-2,3,6-tri-O-acetyl-α- and β-D-glucopyranoside

There total 3 articles about 4-carboxymethyl-2-nitrobenzyl O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-(1-4)-O-(2,3,6-tri-O-acetyl-α-D-glucopyranosyl)-(1-4)-O-2,3,6-tri-O-acetyl-α- and 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: 28.0%

: 89950-93-6
methyl 4-(hydroxymethyl)-3-nitrobenzoate

: 104932-59-4
Acetic acid (2R,3R,4S,5R,6R)-3-acetoxy-6-acetoxymethyl-2-((2R,3R,4S,5R,6S)-4,5-diacetoxy-2-acetoxymethyl-6-bromo-tetrahydro-pyran-3-yloxy)-5-((2R,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester

: 142386-70-7
methyl 4-acetoxymethyl-3-nitrobenzoate

: 104946-24-9
4-carboxymethyl-2-nitrobenzyl O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-(1-4)-O-(2,3,6-tri-O-acetyl-α-D-glucopyranosyl)-(1-4)-O-2,3,6-tri-O-acetyl-α- and β-D-glucopyranoside

Guidance literature:: With nitromethane; 4 A molecular sieve; silver trifluoromethanesulfonate; In dichloromethane; benzene; 0 deg C to r.t., overnight;
DOI:10.1016/S0008-6215(00)90563-9

Reference yield:

: 137896-81-2,137896-82-3,150965-56-3,150965-60-9
O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-(1-4)-O-(2,3,6-tri-O-acetyl-α-D-glucopyranosyl)-(1-4)-O-2,3,6-tri-O-acetyl-α- and β-D-glucopyranose

: 104946-24-9
4-carboxymethyl-2-nitrobenzyl O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-(1-4)-O-(2,3,6-tri-O-acetyl-α-D-glucopyranosyl)-(1-4)-O-2,3,6-tri-O-acetyl-α- and β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 45percent HBr in AcOH / 2 h / Ambient temperature

2: silver perchlorate, calcium sulfate, calcium carbonate / nitromethane

With calcium sulfate; hydrogen bromide; silver perchlorate; calcium carbonate; In nitromethane;
DOI:10.1016/S0008-6215(00)90356-2

Reference yield:

: 89950-93-6
methyl 4-(hydroxymethyl)-3-nitrobenzoate

: 76821-27-7
Acetic acid (2R,3R,4S,5R,6R)-3-acetoxy-6-acetoxymethyl-2-((2R,3R,4S,5R)-4,5-diacetoxy-2-acetoxymethyl-6-bromo-tetrahydro-pyran-3-yloxy)-5-((2R,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester

: 104946-24-9
4-carboxymethyl-2-nitrobenzyl O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-(1-4)-O-(2,3,6-tri-O-acetyl-α-D-glucopyranosyl)-(1-4)-O-2,3,6-tri-O-acetyl-α- and β-D-glucopyranoside

Guidance literature:: With calcium sulfate; silver perchlorate; calcium carbonate; In nitromethane; Yield given;
DOI:10.1016/S0008-6215(00)90356-2