(5-N-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosyl)onate-(2→6)-N-benzyloxycarbonyl-5-aminopentyl-2-deoxy-2-acetamido-β-D-glucosamine

Base Information

Chemical Name:(5-N-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosyl)onate-(2→6)-N-benzyloxycarbonyl-5-aminopentyl-2-deoxy-2-acetamido-β-D-glucosamine
CAS No.:1453169-50-0
Molecular Formula:C₃₂H₄₉N₃O₁₆
Molecular Weight:731.752
Hs Code.:

(5-N-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosyl)onate-(2→6)-N-benzyloxycarbonyl-5-aminopentyl-2-deoxy-2-acetamido-β-D-glucosamine

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Chemical Property of (5-N-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosyl)onate-(2→6)-N-benzyloxycarbonyl-5-aminopentyl-2-deoxy-2-acetamido-β-D-glucosamine

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Technology Process of (5-N-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosyl)onate-(2→6)-N-benzyloxycarbonyl-5-aminopentyl-2-deoxy-2-acetamido-β-D-glucosamine

There total 12 articles about (5-N-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosyl)onate-(2→6)-N-benzyloxycarbonyl-5-aminopentyl-2-deoxy-2-acetamido-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:

: C₃₀H₄₇N₃O₁₅

: 108-24-7
acetic anhydride

: 1453169-50-0
(5-N-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosyl)onate-(2→6)-N-benzyloxycarbonyl-5-aminopentyl-2-deoxy-2-acetamido-β-D-glucosamine

Guidance literature:: With triethylamine; In methanol; at 0 ℃; for 5h; Inert atmosphere;
DOI:10.1002/ejoc.201300664

Reference yield:

: 1350519-24-2
methyl (5-tert-butyloxycarbonyl-7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-2-thioadamantyl-3,5-dideoxy-D-glycero-β-D-galactonon-2-ulopyranoside)onate

: 1453169-50-0
(5-N-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosyl)onate-(2→6)-N-benzyloxycarbonyl-5-aminopentyl-2-deoxy-2-acetamido-β-D-glucosamine

Guidance literature:: Multi-step reaction with 6 steps

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

2: acetic acid; zinc / 2 h / Inert atmosphere

3: 2 h / Inert atmosphere

4: potassium tert-butylate / tetrahydrofuran; methanol / 16 h / 20 °C / Inert atmosphere

5: trifluoroacetic acid / dichloromethane / 0.17 h / 20 °C / Inert atmosphere

6: triethylamine / methanol / 5 h / 0 °C / Inert atmosphere

With N-iodo-succinimide; trifluorormethanesulfonic acid; potassium tert-butylate; acetic acid; triethylamine; trifluoroacetic acid; zinc; In tetrahydrofuran; methanol; 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

: 1453169-50-0
(5-N-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosyl)onate-(2→6)-N-benzyloxycarbonyl-5-aminopentyl-2-deoxy-2-acetamido-β-D-glucosamine

Guidance literature:: Multi-step reaction with 9 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

5: acetic acid; zinc / 2 h / Inert atmosphere

6: 2 h / Inert atmosphere

7: potassium tert-butylate / tetrahydrofuran; methanol / 16 h / 20 °C / Inert atmosphere

8: trifluoroacetic acid / dichloromethane / 0.17 h / 20 °C / Inert atmosphere

9: triethylamine / methanol / 5 h / 0 °C / Inert atmosphere

With pyridine; N-iodo-succinimide; trifluorormethanesulfonic acid; potassium tert-butylate; pyridine hydrogenfluoride; acetic acid; triethylamine; trifluoroacetic acid; zinc; In tetrahydrofuran; methanol; dichloromethane; acetonitrile;
DOI:10.1002/ejoc.201300664