O-(3-O-acetyl-4,6-O-benzylidene-2-chloroacetyl-β-D-glucopyranosyl)-(1->4)-O-(3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosylazide

Base Information

Chemical Name:O-(3-O-acetyl-4,6-O-benzylidene-2-chloroacetyl-β-D-glucopyranosyl)-(1->4)-O-(3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosylazide
CAS No.:185797-97-1
Molecular Formula:C₇₃H₆₈ClN₅O₁₉
Molecular Weight:1354.82
Hs Code.:

O-(3-O-acetyl-4,6-O-benzylidene-2-chloroacetyl-β-D-glucopyranosyl)-(1->4)-O-(3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosylazide

Synonyms:O-(3-O-acetyl-4,6-O-benzylidene-2-chloroacetyl-β-D-glucopyranosyl)-(1->4)-O-(3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosylazide

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Chemical Property of O-(3-O-acetyl-4,6-O-benzylidene-2-chloroacetyl-β-D-glucopyranosyl)-(1->4)-O-(3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosylazide

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Technology Process of O-(3-O-acetyl-4,6-O-benzylidene-2-chloroacetyl-β-D-glucopyranosyl)-(1->4)-O-(3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosylazide

There total 10 articles about O-(3-O-acetyl-4,6-O-benzylidene-2-chloroacetyl-β-D-glucopyranosyl)-(1->4)-O-(3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosylazide 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: 93.0%

: 1132975-34-8
C₇₃H₆₈ClN₅O₁₉

: 185797-97-1
O-(3-O-acetyl-4,6-O-benzylidene-2-chloroacetyl-β-D-glucopyranosyl)-(1->4)-O-(3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosylazide

Guidance literature:: With trifluorormethanesulfonic acid; In dichloromethane; at -30 ℃; for 1h; Molecular sieve;
DOI:10.1021/jo900016j

Reference yield: 74.0%

: 161315-68-0
O-(3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl azide

: Chloro-acetic acid (2R,4aR,6S,7R,8S,8aR)-8-acetoxy-6-ethylsulfanyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester

: 185797-97-1
O-(3-O-acetyl-4,6-O-benzylidene-2-chloroacetyl-β-D-glucopyranosyl)-(1->4)-O-(3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosylazide

Guidance literature:: With N-iodo-succinimide; trifluorormethanesulfonic acid; In dichloromethane; for 0.333333h;
DOI:10.1021/ja029346v

Reference yield:

: 159734-71-1
phenyl 4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

: 185797-97-1
O-(3-O-acetyl-4,6-O-benzylidene-2-chloroacetyl-β-D-glucopyranosyl)-(1->4)-O-(3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosylazide

Guidance literature:: Multi-step reaction with 3 steps

1: 94 percent / 4A MS; NIS; TfOH / CH₂Cl₂ / 0.33 h / -20 °C

2: 93 percent / NaOMe; methanol / tetrahydrofuran / 0.33 h / 20 °C

3: 74 percent / NIS; 4A MS; TfOH / CH₂Cl₂ / 0.33 h

With methanol; N-iodo-succinimide; trifluorormethanesulfonic acid; sodium methylate; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja029346v