5-azido-2,3,4,6-tetra-O-benzyl-5-deoxy-L-idose

Base Information

Chemical Name:5-azido-2,3,4,6-tetra-O-benzyl-5-deoxy-L-idose
CAS No.:616215-39-5
Molecular Formula:C₃₄H₃₅N₃O₅
Molecular Weight:565.669
Hs Code.:

Synonyms:

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Chemical Property of 5-azido-2,3,4,6-tetra-O-benzyl-5-deoxy-L-idose

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Technology Process of 5-azido-2,3,4,6-tetra-O-benzyl-5-deoxy-L-idose

There total 4 articles about 5-azido-2,3,4,6-tetra-O-benzyl-5-deoxy-L-idose 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:

: 616215-38-4
5-azido-2,3,4,6-tetra-O-benzyl-1-O-tert-butyldiphenylsilyl-5-deoxy-L-iditol

: 616215-39-5
5-azido-2,3,4,6-tetra-O-benzyl-5-deoxy-L-idose

Guidance literature:: Multi-step reaction with 2 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h / Inert atmosphere

2: Dess-Martin periodane / dichloromethane / 0.67 h

With tetrabutyl ammonium fluoride; Dess-Martin periodane; In tetrahydrofuran; dichloromethane;
DOI:10.1002/ejoc.201100452

Reference yield:

: 78136-16-0,14233-48-8
2,3,4,6-tetra-O-benzyl-D-glucitol

: 616215-39-5
5-azido-2,3,4,6-tetra-O-benzyl-5-deoxy-L-idose

Guidance literature:: Multi-step reaction with 4 steps

1: 1H-imidazole / dichloromethane / 1 h / Inert atmosphere

2: di-isopropyl azodicarboxylate; diphenyl phosphoryl azide; triphenylphosphine / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere

3: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h / Inert atmosphere

4: Dess-Martin periodane / dichloromethane / 0.67 h

With 1H-imidazole; di-isopropyl azodicarboxylate; diphenyl phosphoryl azide; tetrabutyl ammonium fluoride; Dess-Martin periodane; triphenylphosphine; In tetrahydrofuran; dichloromethane;
DOI:10.1002/ejoc.201100452

Reference yield:

: 616215-36-2
(3R,4R,5S)-1,3,4,5-tetrakis(benzyloxy)-6-(tert-butyldiphenylsilyloxy)hexan-2-ol

: 616215-39-5
5-azido-2,3,4,6-tetra-O-benzyl-5-deoxy-L-idose

Guidance literature:: Multi-step reaction with 3 steps

1: di-isopropyl azodicarboxylate; diphenyl phosphoryl azide; triphenylphosphine / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h / Inert atmosphere

3: Dess-Martin periodane / dichloromethane / 0.67 h

With di-isopropyl azodicarboxylate; diphenyl phosphoryl azide; tetrabutyl ammonium fluoride; Dess-Martin periodane; triphenylphosphine; In tetrahydrofuran; dichloromethane;
DOI:10.1002/ejoc.201100452