4-nitrophenyl O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopranosyl)-(1->6)-3,4-isopropylidene-β-D-galactopyranoside

Base Information

Chemical Name:4-nitrophenyl O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopranosyl)-(1->6)-3,4-isopropylidene-β-D-galactopyranoside
CAS No.:142329-89-3
Molecular Formula:C₂₉H₃₈N₂O₁₆
Molecular Weight:670.625
Hs Code.:

Synonyms:4-nitrophenyl O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopranosyl)-(1->6)-3,4-isopropylidene-β-D-galactopyranoside

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Chemical Property of 4-nitrophenyl O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopranosyl)-(1->6)-3,4-isopropylidene-β-D-galactopyranoside

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Technology Process of 4-nitrophenyl O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopranosyl)-(1->6)-3,4-isopropylidene-β-D-galactopyranoside

There total 1 articles about 4-nitrophenyl O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopranosyl)-(1->6)-3,4-isopropylidene-β-D-galactopyranoside 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: 41.5%

: 64970-92-9
4-nitrophenyl 3,4-O-isopropylidene-β-D-galactopyranoside

: 142329-89-3
4-nitrophenyl O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopranosyl)-(1->6)-3,4-isopropylidene-β-D-galactopyranoside

Guidance literature:: With p-toluenesulfonic acid monohydrate; In 1,2-dichloro-ethane; at 70 ℃; for 16h;
DOI:10.1016/S0008-6215(00)90562-7

Reference yield:

: 142329-89-3
4-nitrophenyl O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopranosyl)-(1->6)-3,4-isopropylidene-β-D-galactopyranoside

: 142329-91-7
4-nitrophenyl O-(2-acetamido-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranosyl)-(1->6)-2-O-benzoyl-3,4-O-isopropylidene-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) 0.01 M sodium methoxide, methanol, 2.) 4-toluenesulfonic acid monohydrate / 1.) r.t., 3 h, 2.) DMF, r.t., 16 h

2: 88 percent / 5 percent aq. NaOH, tetrabutylammonium hydrogen sulfate / CH₂Cl₂ / 1 h / Ambient temperature

With methanol; sodium hydroxide; p-toluenesulfonic acid monohydrate; sodium methylate; tetra(n-butyl)ammonium hydrogensulfate; In dichloromethane;
DOI:10.1016/S0008-6215(00)90562-7

Reference yield:

: 142329-89-3
4-nitrophenyl O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopranosyl)-(1->6)-3,4-isopropylidene-β-D-galactopyranoside

: 142329-92-8
4-nitrophenyl O-<3,4-O-isopropylidene-2-O-(4-methoxybenzyl)-α-L-fucopyranosyl>-(1->3)-O-(2-acetamido-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranosyl)-(1->6)-3,4-O-isopropylidene-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) 0.01 M sodium methoxide, methanol, 2.) 4-toluenesulfonic acid monohydrate / 1.) r.t., 3 h, 2.) DMF, r.t., 16 h

2: 88 percent / 5 percent aq. NaOH, tetrabutylammonium hydrogen sulfate / CH₂Cl₂ / 1 h / Ambient temperature

3: 1.) tetrabutylammonium bromide, CuBr₂, molecular sieves 4 Angstroem, 2.) 0.01 M sodium methoxide, methanol / 1.) 1,2-dichloroethane, DMF, r.t., 16 h, 2.) 2 h

With methanol; sodium hydroxide; 4 A molecular sieve; p-toluenesulfonic acid monohydrate; tetrabutylammomium bromide; sodium methylate; tetra(n-butyl)ammonium hydrogensulfate; copper(ll) bromide; In dichloromethane;
DOI:10.1016/S0008-6215(00)90562-7