(allyl 2,3,4-tri-O-benzyl-β-D-glucopyranosyluronate)-(1->4)-6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-α-D-glucopyranosyl chloride

Base Information

Chemical Name:(allyl 2,3,4-tri-O-benzyl-β-D-glucopyranosyluronate)-(1->4)-6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-α-D-glucopyranosyl chloride
CAS No.:1379585-65-5
Molecular Formula:C₄₅H₄₈ClN₃O₁₁
Molecular Weight:842.343
Hs Code.:

Synonyms:(allyl 2,3,4-tri-O-benzyl-β-D-glucopyranosyluronate)-(1->4)-6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-α-D-glucopyranosyl chloride

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Chemical Property of (allyl 2,3,4-tri-O-benzyl-β-D-glucopyranosyluronate)-(1->4)-6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-α-D-glucopyranosyl chloride

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Technology Process of (allyl 2,3,4-tri-O-benzyl-β-D-glucopyranosyluronate)-(1->4)-6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-α-D-glucopyranosyl chloride

There total 2 articles about (allyl 2,3,4-tri-O-benzyl-β-D-glucopyranosyluronate)-(1->4)-6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-α-D-glucopyranosyl chloride 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: 89.0%

: (allyl 2,3,4-tri-O-benzyl-β-D-glucopyranosyluronate)-(1->4)-6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-D-glucopyranose

: 1379585-65-5
(allyl 2,3,4-tri-O-benzyl-β-D-glucopyranosyluronate)-(1->4)-6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-α-D-glucopyranosyl chloride

Guidance literature:: With 1-chloro-1-(dimethylamino)-2-methyl-1-propene; In dichloromethane; for 5h; Inert atmosphere;
DOI:10.1016/j.carres.2012.03.014

Reference yield:

: 1379585-62-2
(allyl 2,3,4-tri-O-benzyl-β-D-glucopyranosyluronate)-(1->4)-1,6-di-O-acetyl-2-azido-3-O-benzyl-2-deoxy-D-glucopyranose

: 1379585-65-5
(allyl 2,3,4-tri-O-benzyl-β-D-glucopyranosyluronate)-(1->4)-6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-α-D-glucopyranosyl chloride

Guidance literature:: Multi-step reaction with 2 steps

1: hydrazinium monoacetate / N,N-dimethyl-formamide / 1 h / 50 °C / Inert atmosphere

2: 1-chloro-1-(dimethylamino)-2-methyl-1-propene / dichloromethane / 5 h / Inert atmosphere

With 1-chloro-1-(dimethylamino)-2-methyl-1-propene; hydrazinium monoacetate; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.carres.2012.03.014

Reference yield: 65.0%

: 1379585-66-6
(methyl 2,3-di-O-benzyl-β-D-glucopyranosyluronate)-O-(1→4)-1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose

: 1379585-65-5
(allyl 2,3,4-tri-O-benzyl-β-D-glucopyranosyluronate)-(1->4)-6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-α-D-glucopyranosyl chloride

: 1379585-68-8
(allyl 2,3,4-tri-O-benzyl-β-D-glucopyranosyluronate)-(1->4)-(6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranosyl)-(1->4)-(methyl 2,3-di-O-benzyl-β-D-glucopyranosyluronate)-(1->4)-1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose

: 1379585-67-7
(allyl 2,3,4-tri-O-benzyl-β-D-glucopyranosyluronate)-(1->4)-(6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-α-D-glucopyranosyl)-(1->4)-(methyl 2,3-di-O-benzyl-β-D-glucopyranosyluronate)-(1->4)-1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose

Guidance literature:: (methyl 2,3-di-O-benzyl-β-D-glucopyranosyluronate)-O-(1→4)-1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose; With 2,4,6-trimethyl-pyridine; silver trifluoroacetate; In dichloromethane; at 20 ℃; for 1h; Inert atmosphere; Molecular sieve;

(allyl 2,3,4-tri-O-benzyl-β-D-glucopyranosyluronate)-(1->4)-6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-α-D-glucopyranosyl chloride; In dichloromethane; at -40 - 20 ℃; diastereoselective reaction; Inert atmosphere;
DOI:10.1016/j.carres.2012.03.014