5-azido-3-oxapentyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopranoside

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Chemical Name:5-azido-3-oxapentyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopranoside
CAS No.:243136-78-9
Molecular Formula:C₂₆H₃₄N₄O₇
Molecular Weight:514.579
Hs Code.:

Synonyms:5-azido-3-oxapentyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopranoside

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Chemical Property of 5-azido-3-oxapentyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopranoside

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Technology Process of 5-azido-3-oxapentyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopranoside

There total 3 articles about 5-azido-3-oxapentyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopranoside 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: 60.0%

: 243136-77-8
5-azido-3-oxapentyl 2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-glucopranoside

: 243136-78-9
5-azido-3-oxapentyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopranoside

Guidance literature:: With 3 A molecular sieve; sodium cyanoborohydride; In tetrahydrofuran; at 20 ℃; for 0.25h;
DOI:10.1016/S0008-6215(99)00022-1

Reference yield:

: 100-39-0
benzyl bromide

: 243136-78-9
5-azido-3-oxapentyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 85 percent / BaO; Ba(OH)2*8H₂O; Me₂NCHO / CH₂Cl₂ / 1 h / Heating

2: 60 percent / NaBH₃CN; 3A molecular sieves / tetrahydrofuran / 0.25 h / 20 °C

With barium dihydroxide; 3 A molecular sieve; sodium cyanoborohydride; N,N-dimethyl-formamide; barium(II) oxide; In tetrahydrofuran; dichloromethane; 1: Etherification / 2: Reduction;
DOI:10.1016/S0008-6215(99)00022-1

Reference yield:

: N-{(2R,4aR,6R,7R,8R,8aS)-6-[2-(2-Azido-ethoxy)-ethoxy]-8-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl}-acetamide

: 243136-78-9
5-azido-3-oxapentyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 85 percent / BaO; Ba(OH)2*8H₂O; Me₂NCHO / CH₂Cl₂ / 1 h / Heating

2: 60 percent / NaBH₃CN; 3A molecular sieves / tetrahydrofuran / 0.25 h / 20 °C

With barium dihydroxide; 3 A molecular sieve; sodium cyanoborohydride; N,N-dimethyl-formamide; barium(II) oxide; In tetrahydrofuran; dichloromethane; 1: Etherification / 2: Reduction;
DOI:10.1016/S0008-6215(99)00022-1