3-azido-4,6-di-O-benzyl-2,3-dideoxy-D-idonolactone

Base Information

Chemical Name:3-azido-4,6-di-O-benzyl-2,3-dideoxy-D-idonolactone
CAS No.:833460-36-9
Molecular Formula:C₂₀H₂₁N₃O₄
Molecular Weight:367.404
Hs Code.:

Synonyms:3-azido-4,6-di-O-benzyl-2,3-dideoxy-D-idonolactone

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Chemical Property of 3-azido-4,6-di-O-benzyl-2,3-dideoxy-D-idonolactone

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Technology Process of 3-azido-4,6-di-O-benzyl-2,3-dideoxy-D-idonolactone

There total 4 articles about 3-azido-4,6-di-O-benzyl-2,3-dideoxy-D-idonolactone 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: 70.0%

: 833460-34-7
methyl 3-azido-4,6-di-O-benzyl-2-deoxy-α-D-xylo-hexopyranoside

: 833460-36-9
3-azido-4,6-di-O-benzyl-2,3-dideoxy-D-idonolactone

Guidance literature:: With boron trifluoride diethyl etherate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃; for 0.75h;
DOI:10.1016/j.tetasy.2004.10.024

Reference yield:

: 81928-98-5
4,6-di-O-benzyl-D-galactal

: 833460-36-9
3-azido-4,6-di-O-benzyl-2,3-dideoxy-D-idonolactone

Guidance literature:: Multi-step reaction with 4 steps

1: 70 percent / triphenylphosphine hydrobromide / CH₂Cl₂ / 0.75 h / 20 °C

2: 88 percent / pyridine / CH₂Cl₂ / 24 h / 0 - 20 °C

3: 67 percent / sodium azide; tetrabutylammonium chloride / toluene / 24 h / Heating

4: 70 percent / m-chloroperbenzoic acid; BF₃*OEt₂ / CH₂Cl₂ / 0.75 h / 20 °C

With pyridine; sodium azide; boron trifluoride diethyl etherate; tetrabutyl-ammonium chloride; triphenylphosphine hydrobromide; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; toluene;
DOI:10.1016/j.tetasy.2004.10.024

Reference yield:

: 833460-30-3
methyl 4,6-di-O-benzyl-2-deoxy-α-D-lyxo-hexopyranoside

: 833460-36-9
3-azido-4,6-di-O-benzyl-2,3-dideoxy-D-idonolactone

Guidance literature:: Multi-step reaction with 3 steps

1: 88 percent / pyridine / CH₂Cl₂ / 24 h / 0 - 20 °C

2: 67 percent / sodium azide; tetrabutylammonium chloride / toluene / 24 h / Heating

3: 70 percent / m-chloroperbenzoic acid; BF₃*OEt₂ / CH₂Cl₂ / 0.75 h / 20 °C

With pyridine; sodium azide; boron trifluoride diethyl etherate; tetrabutyl-ammonium chloride; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; toluene;
DOI:10.1016/j.tetasy.2004.10.024