4-azido-4-deoxy-2,3,5-tri-O-benzyl-1-O-tert-butyldimethylsilyl-D-ribitol

Base Information

Chemical Name:4-azido-4-deoxy-2,3,5-tri-O-benzyl-1-O-tert-butyldimethylsilyl-D-ribitol
CAS No.:620960-87-4
Molecular Formula:C₃₂H₄₃N₃O₄Si
Molecular Weight:561.797
Hs Code.:

Synonyms:4-azido-4-deoxy-2,3,5-tri-O-benzyl-1-O-tert-butyldimethylsilyl-D-ribitol

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Chemical Property of 4-azido-4-deoxy-2,3,5-tri-O-benzyl-1-O-tert-butyldimethylsilyl-D-ribitol

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Technology Process of 4-azido-4-deoxy-2,3,5-tri-O-benzyl-1-O-tert-butyldimethylsilyl-D-ribitol

There total 3 articles about 4-azido-4-deoxy-2,3,5-tri-O-benzyl-1-O-tert-butyldimethylsilyl-D-ribitol 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: 92.0%

: 620960-68-1
(2S,3R,4S)-1,3,4-Tris-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-pentan-2-ol

: 620960-87-4
4-azido-4-deoxy-2,3,5-tri-O-benzyl-1-O-tert-butyldimethylsilyl-D-ribitol

Guidance literature:: With diphenyl-phosphinic acid; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 20 ℃; for 2h;
DOI:10.1016/j.tet.2004.04.062

Reference yield:

: 112929-28-9
2,3,5-tri-O-benzyl-1-O-tertiobutyldimethylsilyl-D-ribitol

: 620960-87-4
4-azido-4-deoxy-2,3,5-tri-O-benzyl-1-O-tert-butyldimethylsilyl-D-ribitol

Guidance literature:: Multi-step reaction with 3 steps

1: 90 percent / iPrO₂C-N=N-CO₂iPr; Ph₃P / tetrahydrofuran

2: 80 percent / NaOMe / methanol

3: 88 percent / DEAD; DPPA; Ph₃P / tetrahydrofuran

With di-isopropyl azodicarboxylate; diphenyl-phosphinic acid; sodium methylate; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; 1: Mitsunobu reaction;
DOI:10.1016/j.tetlet.2003.08.105

Reference yield:

: 291758-08-2
2,3,5-tri-O-benzyl-1-O-tert-butyldimethylsilyl-4-O-p-nitrobenzoyl-L-lyxitol

: 620960-87-4
4-azido-4-deoxy-2,3,5-tri-O-benzyl-1-O-tert-butyldimethylsilyl-D-ribitol

Guidance literature:: Multi-step reaction with 2 steps

1: 80 percent / NaOMe / methanol

2: 88 percent / DEAD; DPPA; Ph₃P / tetrahydrofuran

With diphenyl-phosphinic acid; sodium methylate; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol;
DOI:10.1016/j.tetlet.2003.08.105