O-(Methyl-5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->3)-2,4-di-O-acetyl-6-O-benzyl-β-D-galactopyranose

Base Information

Chemical Name:O-(Methyl-5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->3)-2,4-di-O-acetyl-6-O-benzyl-β-D-galactopyranose
CAS No.:246865-92-9
Molecular Formula:C₃₇H₄₉NO₂₀
Molecular Weight:827.791
Hs Code.:

O-(Methyl-5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->3)-2,4-di-O-acetyl-6-O-benzyl-β-D-galactopyranose

Synonyms:O-(Methyl-5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->3)-2,4-di-O-acetyl-6-O-benzyl-β-D-galactopyranose

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Chemical Property of O-(Methyl-5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->3)-2,4-di-O-acetyl-6-O-benzyl-β-D-galactopyranose

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Technology Process of O-(Methyl-5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->3)-2,4-di-O-acetyl-6-O-benzyl-β-D-galactopyranose

There total 8 articles about O-(Methyl-5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->3)-2,4-di-O-acetyl-6-O-benzyl-β-D-galactopyranose 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: 92.0%

: 246865-90-7
Thexyldimethylsilyl O-(methyl-5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->3)-2,4-di-O-acetyl-6-O-benzyl-β-D-galactopyranoside

: 246865-92-9
O-(Methyl-5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->3)-2,4-di-O-acetyl-6-O-benzyl-β-D-galactopyranose

Guidance literature:: With tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran;
DOI:10.1016/S0040-4039(99)01361-1

Reference yield:

: 246865-90-7
Thexyldimethylsilyl O-(methyl-5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->3)-2,4-di-O-acetyl-6-O-benzyl-β-D-galactopyranoside

: 246865-92-9
O-(Methyl-5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->3)-2,4-di-O-acetyl-6-O-benzyl-β-D-galactopyranose

: O-(Methyl-5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->3)-2,4-di-O-acetyl-6-O-benzyl-α-D-galactopyranose

Guidance literature:: With tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; at 20 ℃; for 72h; Title compound not separated from byproducts;
DOI:10.1002/(SICI)1521-3765(20000103)6:1<111::AID-CHEM111>3.0.CO;2-X

Reference yield:

: 2,3,4-tri-O-acetyl-6-O-benzyl-α/β-D-galactopyranose

: 246865-92-9
O-(Methyl-5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->3)-2,4-di-O-acetyl-6-O-benzyl-β-D-galactopyranose

Guidance literature:: Multi-step reaction with 5 steps

1: 95 percent / imidazole / dimethylformamide / 20 °C

2: 96 percent / NaOMe / methanol / -15 °C

3: TMSOTf / acetonitrile / 0.75 h / -40 °C

4: 6.16 g / pyridine / 48 h

5: TBAF; AcOH / tetrahydrofuran / 72 h / 20 °C

With pyridine; 1H-imidazole; trimethylsilyl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; sodium methylate; acetic acid; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; acetonitrile; 1: Substitution / 2: Deacetylation / 3: Glycosylation / 4: Acetylation / 5: Desilylation;
DOI:10.1002/(SICI)1521-3765(20000103)6:1<111::AID-CHEM111>3.0.CO;2-X