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

Base Information

Chemical Name:N-benzyloxycarbonyl-5-aminopentyl 3,4-di-O-acetyl-2-deoxy-(2,2,2-trichloroethyloxycarbonyl)-amino-β-D-glucosamine
CAS No.:1453169-36-2
Molecular Formula:C₂₆H₃₅Cl₃N₂O₁₁
Molecular Weight:657.93
Hs Code.:

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

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Chemical Property of N-benzyloxycarbonyl-5-aminopentyl 3,4-di-O-acetyl-2-deoxy-(2,2,2-trichloroethyloxycarbonyl)-amino-β-D-glucosamine

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Technology Process of N-benzyloxycarbonyl-5-aminopentyl 3,4-di-O-acetyl-2-deoxy-(2,2,2-trichloroethyloxycarbonyl)-amino-β-D-glucosamine

There total 4 articles about N-benzyloxycarbonyl-5-aminopentyl 3,4-di-O-acetyl-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: 84.0%

: 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

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

Guidance literature:: With pyridine hydrogenfluoride; In tetrahydrofuran; at 20 ℃; for 2h; Inert atmosphere;
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

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

Guidance literature:: Multi-step reaction with 3 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

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

Reference yield:

: 1487449-30-8
toluyl 3,4-di-O-acetyl-6-O-tert-butyldimethylsilyl-2-deoxy-(2,2,2-trichloroethyloxycarbonyl)-amino-1-thio-β-D-glucosamine

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

Guidance literature:: Multi-step reaction with 2 steps

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

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

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