methyl (5-acetamido-7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosyl)onate-(2→6)-N-benzyloxycarbonyl-5-aminopentyl 3,4-di-O-acetyl-6-O-tert-butyldimethylsilyl-2-deoxy-(2,2,2-trichloroethyloxycarbonyl)amino-β-D-glucosamine

Base Information

Chemical Name:methyl (5-acetamido-7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosyl)onate-(2→6)-N-benzyloxycarbonyl-5-aminopentyl 3,4-di-O-acetyl-6-O-tert-butyldimethylsilyl-2-deoxy-(2,2,2-trichloroethyloxycarbonyl)amino-β-D-glucosamine
CAS No.:1453169-39-5
Molecular Formula:C₄₅H₅₈Cl₃N₃O₂₃
Molecular Weight:1115.32
Hs Code.:

methyl (5-acetamido-7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosyl)onate-(2→6)-N-benzyloxycarbonyl-5-aminopentyl 3,4-di-O-acetyl-6-O-tert-butyldimethylsilyl-2-deoxy-(2,2,2-trichloroethyloxycarbonyl)amino-β-D-glucosamine

Synonyms:methyl (5-acetamido-7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosyl)onate-(2→6)-N-benzyloxycarbonyl-5-aminopentyl 3,4-di-O-acetyl-6-O-tert-butyldimethylsilyl-2-deoxy-(2,2,2-trichloroethyloxycarbonyl)amino-β-D-glucosamine

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Chemical Property of methyl (5-acetamido-7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosyl)onate-(2→6)-N-benzyloxycarbonyl-5-aminopentyl 3,4-di-O-acetyl-6-O-tert-butyldimethylsilyl-2-deoxy-(2,2,2-trichloroethyloxycarbonyl)amino-β-D-glucosamine

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Technology Process of methyl (5-acetamido-7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosyl)onate-(2→6)-N-benzyloxycarbonyl-5-aminopentyl 3,4-di-O-acetyl-6-O-tert-butyldimethylsilyl-2-deoxy-(2,2,2-trichloroethyloxycarbonyl)amino-β-D-glucosamine

There total 5 articles about methyl (5-acetamido-7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosyl)onate-(2→6)-N-benzyloxycarbonyl-5-aminopentyl 3,4-di-O-acetyl-6-O-tert-butyldimethylsilyl-2-deoxy-(2,2,2-trichloroethyloxycarbonyl)amino-β-D-glucosamine 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: 82.0%

: 956107-32-7
methyl (1-adamantyl 5-acetamido-7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-3,5-dideoxy-2-thio-D-glycero-β-D-galacto-non-2-ylopyranosid)onate

: 1453169-36-2
N-benzyloxycarbonyl-5-aminopentyl 3,4-di-O-acetyl-2-deoxy-(2,2,2-trichloroethyloxycarbonyl)-amino-β-D-glucosamine

: 1453169-39-5
methyl (5-acetamido-7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosyl)onate-(2→6)-N-benzyloxycarbonyl-5-aminopentyl 3,4-di-O-acetyl-6-O-tert-butyldimethylsilyl-2-deoxy-(2,2,2-trichloroethyloxycarbonyl)amino-β-D-glucosamine

Guidance literature:: With N-iodo-succinimide; trifluorormethanesulfonic acid; In dichloromethane; acetonitrile; at -78 ℃; for 0.333333h; diastereoselective reaction; Inert atmosphere; Molecular sieve;
DOI:10.1002/ejoc.201300664

Reference yield:

: 1453169-67-9
N-benzyloxycarbonyl-5-aminopentyl 3,4-di-O-acetyl-6-O-tert-butyldimethylsilyl-2-deoxy-(2,2,2-trichloroethyloxycarbonyl)amino-β-D-glucosamine

: 1453169-39-5
methyl (5-acetamido-7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosyl)onate-(2→6)-N-benzyloxycarbonyl-5-aminopentyl 3,4-di-O-acetyl-6-O-tert-butyldimethylsilyl-2-deoxy-(2,2,2-trichloroethyloxycarbonyl)amino-β-D-glucosamine

Guidance literature:: Multi-step reaction with 2 steps

1: pyridine hydrogenfluoride / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

2: N-iodo-succinimide; trifluorormethanesulfonic acid / dichloromethane; acetonitrile / 0.33 h / -78 °C / Inert atmosphere; Molecular sieve

With N-iodo-succinimide; trifluorormethanesulfonic acid; pyridine hydrogenfluoride; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1002/ejoc.201300664

Reference yield:

: 1453169-66-8
toluyl 6-O-tert-butyldimethylsilyl-2-deoxy-(2,2,2-trichloroethyloxycarbonyl)amino-1-thio-Β-D-glucosamine

: 1453169-39-5
methyl (5-acetamido-7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosyl)onate-(2→6)-N-benzyloxycarbonyl-5-aminopentyl 3,4-di-O-acetyl-6-O-tert-butyldimethylsilyl-2-deoxy-(2,2,2-trichloroethyloxycarbonyl)amino-β-D-glucosamine

Guidance literature:: Multi-step reaction with 4 steps

1: pyridine / 3 h / 20 °C / Inert atmosphere

2: N-iodo-succinimide; trifluorormethanesulfonic acid / dichloromethane / 0.33 h / 0 °C / Inert atmosphere; Molecular sieve

3: pyridine hydrogenfluoride / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

4: N-iodo-succinimide; trifluorormethanesulfonic acid / dichloromethane; acetonitrile / 0.33 h / -78 °C / Inert atmosphere; Molecular sieve

With pyridine; N-iodo-succinimide; trifluorormethanesulfonic acid; pyridine hydrogenfluoride; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1002/ejoc.201300664