methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-5-N-benzoyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosylonate-(2->6)-1,2,3,4-di-O-isopropylidene-α-D-galactopyranoside

Base Information

Chemical Name:methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-5-N-benzoyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosylonate-(2->6)-1,2,3,4-di-O-isopropylidene-α-D-galactopyranoside
CAS No.:1356459-51-2
Molecular Formula:C₃₉H₅₁NO₁₉
Molecular Weight:837.829
Hs Code.:

methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-5-N-benzoyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosylonate-(2->6)-1,2,3,4-di-O-isopropylidene-α-D-galactopyranoside

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Chemical Property of methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-5-N-benzoyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosylonate-(2->6)-1,2,3,4-di-O-isopropylidene-α-D-galactopyranoside

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Technology Process of methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-5-N-benzoyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosylonate-(2->6)-1,2,3,4-di-O-isopropylidene-α-D-galactopyranoside

There total 3 articles about methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-5-N-benzoyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosylonate-(2->6)-1,2,3,4-di-O-isopropylidene-α-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:

: 1356459-40-9
methyl [p-methylphenyl 5-acetamido-4,7,8,9-tetra-O-acetyl-5-N-benzoyl-3,5-dideoxy-2-thio-D-glycero-β-D-galacto-non-2-ulopyranoside]onate

: 4064-06-6
1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

: 1356459-51-2
methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-5-N-benzoyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosylonate-(2->6)-1,2,3,4-di-O-isopropylidene-α-D-galactopyranoside

: methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-5-N-benzoyl-3,5-dideoxy-D-glycero-β-D-galacto-non-2-ulopyranosylonate-(2->6)-1,2,3,4-di-O-isopropylidene-α-D-galactopyranoside

Guidance literature:: methyl [p-methylphenyl 5-acetamido-4,7,8,9-tetra-O-acetyl-5-N-benzoyl-3,5-dideoxy-2-thio-D-glycero-β-D-galacto-non-2-ulopyranoside]onate; 1,2:3,4-di-O-isopropylidene-α-D-galactopyranose; In dichloromethane; at 20 ℃; for 16h; Molecular sieve; Inert atmosphere;

With N-iodo-succinimide; trifluorormethanesulfonic acid; In dichloromethane; at -72 ℃; optical yield given as %de; Inert atmosphere;
DOI:10.1021/ol3000475

Reference yield:

: 98-88-4
benzoyl chloride

: 1356459-51-2
methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-5-N-benzoyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosylonate-(2->6)-1,2,3,4-di-O-isopropylidene-α-D-galactopyranoside

: methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-5-N-benzoyl-3,5-dideoxy-D-glycero-β-D-galacto-non-2-ulopyranosylonate-(2->6)-1,2,3,4-di-O-isopropylidene-α-D-galactopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: pyridine; dmap / 0 - 60 °C / Inert atmosphere

2.1: dichloromethane / 16 h / 20 °C / Molecular sieve; Inert atmosphere

2.2: -72 °C / Inert atmosphere

With pyridine; dmap; In dichloromethane;
DOI:10.1021/ol3000475

Reference yield:

: 358681-51-3
methyl (2-p-methylphenyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-β-D-galacto-2-thio-nonulopyranosid)onate

: 1356459-51-2
methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-5-N-benzoyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosylonate-(2->6)-1,2,3,4-di-O-isopropylidene-α-D-galactopyranoside

: methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-5-N-benzoyl-3,5-dideoxy-D-glycero-β-D-galacto-non-2-ulopyranosylonate-(2->6)-1,2,3,4-di-O-isopropylidene-α-D-galactopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: pyridine; dmap / 0 - 60 °C / Inert atmosphere

2.1: dichloromethane / 16 h / 20 °C / Molecular sieve; Inert atmosphere

2.2: -72 °C / Inert atmosphere

With pyridine; dmap; In dichloromethane;
DOI:10.1021/ol3000475