O-(2,3,4-tri-O-acetyl-6-O-benzyl-β-D-galactopyranosyl)-(1->3)-4,6-di-O-acetyl-2-deoxy-2-dimethylmaleimido-β-D-glucopyranose

Base Information

Chemical Name:O-(2,3,4-tri-O-acetyl-6-O-benzyl-β-D-galactopyranosyl)-(1->3)-4,6-di-O-acetyl-2-deoxy-2-dimethylmaleimido-β-D-glucopyranose
CAS No.:403616-64-8
Molecular Formula:C₃₅H₄₃NO₁₇
Molecular Weight:749.723
Hs Code.:

Synonyms:O-(2,3,4-tri-O-acetyl-6-O-benzyl-β-D-galactopyranosyl)-(1->3)-4,6-di-O-acetyl-2-deoxy-2-dimethylmaleimido-β-D-glucopyranose

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Chemical Property of O-(2,3,4-tri-O-acetyl-6-O-benzyl-β-D-galactopyranosyl)-(1->3)-4,6-di-O-acetyl-2-deoxy-2-dimethylmaleimido-β-D-glucopyranose

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Technology Process of O-(2,3,4-tri-O-acetyl-6-O-benzyl-β-D-galactopyranosyl)-(1->3)-4,6-di-O-acetyl-2-deoxy-2-dimethylmaleimido-β-D-glucopyranose

There total 5 articles about O-(2,3,4-tri-O-acetyl-6-O-benzyl-β-D-galactopyranosyl)-(1->3)-4,6-di-O-acetyl-2-deoxy-2-dimethylmaleimido-β-D-glucopyranose 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: 100.0%

: 403616-63-7
tert-butyldimethylsilyl O-(2,3,4-tri-O-acetyl-6-O-benzyl-β-D-galactopyranosyl)-(1->3)-4,6-di-O-acetyl-2-deoxy-2-dimethylmaleimido-β-D-glucopyranoside

: 403616-64-8
O-(2,3,4-tri-O-acetyl-6-O-benzyl-β-D-galactopyranosyl)-(1->3)-4,6-di-O-acetyl-2-deoxy-2-dimethylmaleimido-β-D-glucopyranose

Guidance literature:: With tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; at 0 ℃; for 0.5h;
DOI:10.1002/1099-0690(200111)2001:22<4239::AID-EJOC4239>3.0.CO;2-M

Reference yield:

: 171754-66-8
O-(2,3,4-tri-O-acetyl-6-O-benzyl-α-D-galactopyranosyl) trichloroacetimidate

: 403616-64-8
O-(2,3,4-tri-O-acetyl-6-O-benzyl-β-D-galactopyranosyl)-(1->3)-4,6-di-O-acetyl-2-deoxy-2-dimethylmaleimido-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 4 steps

1: 95 percent / TMSOTf / CH₂Cl₂ / 0.17 h / 0 °C

2: 90 percent / EtSH; p-TsOH / CH₂Cl₂ / 1 h / 20 °C

3: 95 percent / pyridine

4: 100 percent / glacial acetic acid; TBAF / tetrahydrofuran / 0.5 h / 0 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; toluene-4-sulfonic acid; acetic acid; ethanethiol; In tetrahydrofuran; dichloromethane;
DOI:10.1002/1099-0690(200111)2001:22<4239::AID-EJOC4239>3.0.CO;2-M

Reference yield:

: 216877-67-7
tert-butyldimethylsilyl 4,6-O-benzylidene-2-deoxy-2-dimethylmaleoyl-β-D-glucopyranoside

: 403616-64-8
O-(2,3,4-tri-O-acetyl-6-O-benzyl-β-D-galactopyranosyl)-(1->3)-4,6-di-O-acetyl-2-deoxy-2-dimethylmaleimido-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 4 steps

1: 95 percent / TMSOTf / CH₂Cl₂ / 0.17 h / 0 °C

2: 90 percent / EtSH; p-TsOH / CH₂Cl₂ / 1 h / 20 °C

3: 95 percent / pyridine

4: 100 percent / glacial acetic acid; TBAF / tetrahydrofuran / 0.5 h / 0 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; toluene-4-sulfonic acid; acetic acid; ethanethiol; In tetrahydrofuran; dichloromethane;
DOI:10.1002/1099-0690(200111)2001:22<4239::AID-EJOC4239>3.0.CO;2-M