benzyl 2-azido-2-deoxy-4,6-O-(phenylmethylene)-D-mannopyranoside

Base Information

Chemical Name:benzyl 2-azido-2-deoxy-4,6-O-(phenylmethylene)-D-mannopyranoside
CAS No.:1235999-59-3
Molecular Formula:C₂₀H₂₁N₃O₅
Molecular Weight:383.404
Hs Code.:

Synonyms:benzyl 2-azido-2-deoxy-4,6-O-(phenylmethylene)-D-mannopyranoside

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Chemical Property of benzyl 2-azido-2-deoxy-4,6-O-(phenylmethylene)-D-mannopyranoside

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Technology Process of benzyl 2-azido-2-deoxy-4,6-O-(phenylmethylene)-D-mannopyranoside

There total 2 articles about benzyl 2-azido-2-deoxy-4,6-O-(phenylmethylene)-D-mannopyranoside 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:

: C₂₁H₂₁F₃O₈S

: 1235999-59-3
benzyl 2-azido-2-deoxy-4,6-O-(phenylmethylene)-D-mannopyranoside

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide; at 50 ℃; for 16h; stereoselective reaction; Inert atmosphere;
DOI:10.1016/j.carres.2010.04.003

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 1235999-59-3
benzyl 2-azido-2-deoxy-4,6-O-(phenylmethylene)-D-mannopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: toluene-4-sulfonic acid / N,N-dimethyl-formamide / 1 h / 50 °C / Inert atmosphere

2.1: pyridine; trifluoromethanesulfonic acid anhydride / acetone / 2 h / -20 °C / Inert atmosphere

2.2: 24 h / 50 °C / Inert atmosphere

With pyridine; toluene-4-sulfonic acid; trifluoromethanesulfonic acid anhydride; In N,N-dimethyl-formamide; acetone;
DOI:10.1016/j.carres.2014.02.021

Reference yield: 95.0%

: 1235999-59-3
benzyl 2-azido-2-deoxy-4,6-O-(phenylmethylene)-D-mannopyranoside

: 100-39-0
benzyl bromide

: 1362022-48-7
C₂₇H₂₇N₃O₅

Guidance literature:: benzyl 2-azido-2-deoxy-4,6-O-(phenylmethylene)-D-mannopyranoside; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h;

benzyl bromide; With tetra-(n-butyl)ammonium iodide; In N,N-dimethyl-formamide; at 0 - 20 ℃;
DOI:10.1039/c2cc17393j