2-azido-3,4-di-O-benzyl-2-deoxy-β-D-allopyranosyl benzoate

Base Information

Chemical Name:2-azido-3,4-di-O-benzyl-2-deoxy-β-D-allopyranosyl benzoate
CAS No.:471891-15-3
Molecular Formula:C₂₇H₂₇N₃O₆
Molecular Weight:489.528
Hs Code.:

Synonyms:2-azido-3,4-di-O-benzyl-2-deoxy-β-D-allopyranosyl benzoate

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Chemical Property of 2-azido-3,4-di-O-benzyl-2-deoxy-β-D-allopyranosyl benzoate

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Technology Process of 2-azido-3,4-di-O-benzyl-2-deoxy-β-D-allopyranosyl benzoate

There total 15 articles about 2-azido-3,4-di-O-benzyl-2-deoxy-β-D-allopyranosyl benzoate 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: 90.0%

: 2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-allopyranosyl benzoate

: 471891-15-3
2-azido-3,4-di-O-benzyl-2-deoxy-β-D-allopyranosyl benzoate

Guidance literature:: With vanadyl triflate; borane; In tetrahydrofuran; at 20 ℃; for 3h;
DOI:10.1021/jo051518u

Reference yield: 90.0%

: 471891-14-2
Benzoic acid (2R,4aR,6S,7R,8S,8aS)-7-azido-8-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl ester

: 471891-15-3
2-azido-3,4-di-O-benzyl-2-deoxy-β-D-allopyranosyl benzoate

Guidance literature:: With borane-THF; copper(II) bis(trifluoromethanesulfonate); In tetrahydrofuran; at 0 ℃; for 20h; regioselective reaction; Inert atmosphere;
DOI:10.1002/jccs.200900076

Reference yield:

: 2-azido-2-deoxy-4,6-O-benzylidene-D-glucopyranoside

: 471891-15-3
2-azido-3,4-di-O-benzyl-2-deoxy-β-D-allopyranosyl benzoate

Guidance literature:: Multi-step reaction with 5 steps

1: 93 percent / triethylamine / CH₂Cl₂ / 20 °C

2: 1.0 g / triethylamine; pyridine / CH₂Cl₂ / 4 h / 20 °C

3: 74 percent / sodium nitrite; 15-crown-5; hexamethylphosphoramide / 12 h / 20 °C

4: 81 percent / silver(I) oxide; molecular sieves 4 Angstroem / CH₂Cl₂ / 96 h / 20 °C

5: 90 percent / BH₃; VO(OTf)2 / tetrahydrofuran / 3 h / 20 °C

With pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; vanadyl triflate; 15-crown-5; 4 A molecular sieve; borane; triethylamine; silver(l) oxide; sodium nitrite; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo051518u