4-(N-tert-butoxycarbonyl)amino-4-deoxy-2,3,5-tri-O-benzyl-1-O-tert-butyldimethylsilyl-D-ribitol

Base Information

Chemical Name:4-(N-tert-butoxycarbonyl)amino-4-deoxy-2,3,5-tri-O-benzyl-1-O-tert-butyldimethylsilyl-D-ribitol
CAS No.:620960-69-2
Molecular Formula:C₃₇H₅₃NO₆Si
Molecular Weight:635.916
Hs Code.:

Synonyms:4-(N-tert-butoxycarbonyl)amino-4-deoxy-2,3,5-tri-O-benzyl-1-O-tert-butyldimethylsilyl-D-ribitol

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Chemical Property of 4-(N-tert-butoxycarbonyl)amino-4-deoxy-2,3,5-tri-O-benzyl-1-O-tert-butyldimethylsilyl-D-ribitol

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Technology Process of 4-(N-tert-butoxycarbonyl)amino-4-deoxy-2,3,5-tri-O-benzyl-1-O-tert-butyldimethylsilyl-D-ribitol

There total 5 articles about 4-(N-tert-butoxycarbonyl)amino-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%

: 24424-99-5
di-tert-butyl dicarbonate

: (1R,2R,3S)-2,3-Bis-benzyloxy-1-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-butylamine

: 620960-69-2
4-(N-tert-butoxycarbonyl)amino-4-deoxy-2,3,5-tri-O-benzyl-1-O-tert-butyldimethylsilyl-D-ribitol

Guidance literature:: With sodium hydrogencarbonate; In 1,4-dioxane; water;
DOI:10.1016/j.tetlet.2003.08.105

Reference yield:

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

: 620960-69-2
4-(N-tert-butoxycarbonyl)amino-4-deoxy-2,3,5-tri-O-benzyl-1-O-tert-butyldimethylsilyl-D-ribitol

Guidance literature:: Multi-step reaction with 3 steps

1: 92 percent / PPh₃; DPPA; DEAD / tetrahydrofuran / 2 h / 20 °C

2: PPh₃; H₂O / tetrahydrofuran / 2 h / 60 °C

3: 1.00 g / aq. NaHCO₃ / dioxane / 1 h / 0 °C

With diphenyl-phosphinic acid; water; sodium hydrogencarbonate; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; 1,4-dioxane; 1: Mitsunobu reaction;
DOI:10.1016/j.tet.2004.04.062

Reference yield:

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

: 620960-69-2
4-(N-tert-butoxycarbonyl)amino-4-deoxy-2,3,5-tri-O-benzyl-1-O-tert-butyldimethylsilyl-D-ribitol

Guidance literature:: Multi-step reaction with 2 steps

1: PPh₃; H₂O / tetrahydrofuran / 2 h / 60 °C

2: 1.00 g / aq. NaHCO₃ / dioxane / 1 h / 0 °C

With water; sodium hydrogencarbonate; triphenylphosphine; In tetrahydrofuran; 1,4-dioxane;
DOI:10.1016/j.tet.2004.04.062