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

Base Information

Chemical Name: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
CAS No.:1356459-40-9
Molecular Formula:C₃₄H₃₉NO₁₃S
Molecular Weight:701.749
Hs Code.:

Synonyms: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

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Chemical Property of 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

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Technology Process of 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

There total 1 articles about 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 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: 90.0%

: 98-88-4
benzoyl chloride

: 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

: 1356459-40-9
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

Guidance literature:: With pyridine; dmap; at 0 - 60 ℃; Inert atmosphere;
DOI:10.1021/ol3000475

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

: 4356-80-3,34212-64-1,40653-32-5,53008-65-4,68027-27-0,73111-53-2,128184-63-4,138794-99-7,55094-38-7,641635-63-4
methyl 2,3,4-tri-O-benzyl-α-D-galactopyranoside

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

: methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-N-benzoyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosylonate(2->6)-methyl 2,3,4-tri-O-benzyl-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; methyl 2,3,4-tri-O-benzyl-α-D-galactopyranoside; In dichloromethane; at 20 ℃; for 16h; Molecular sieve; Inert atmosphere;

With N-iodo-succinimide; trifluorormethanesulfonic acid; In dichloromethane; at -72 ℃; Inert atmosphere;
DOI:10.1021/ol3000475

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