2-(N-benzyloxycarbonyl)amino-2-deoxy-3,4,5-tri(tert-butyldimethylsilyloxy)-1-pivaloyl-D-arabinitol

Base Information

Chemical Name:2-(N-benzyloxycarbonyl)amino-2-deoxy-3,4,5-tri(tert-butyldimethylsilyloxy)-1-pivaloyl-D-arabinitol
CAS No.:620960-81-8
Molecular Formula:C₃₆H₆₉NO₇Si₃
Molecular Weight:712.203
Hs Code.:

Synonyms:2-(N-benzyloxycarbonyl)amino-2-deoxy-3,4,5-tri(tert-butyldimethylsilyloxy)-1-pivaloyl-D-arabinitol

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Chemical Property of 2-(N-benzyloxycarbonyl)amino-2-deoxy-3,4,5-tri(tert-butyldimethylsilyloxy)-1-pivaloyl-D-arabinitol

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Technology Process of 2-(N-benzyloxycarbonyl)amino-2-deoxy-3,4,5-tri(tert-butyldimethylsilyloxy)-1-pivaloyl-D-arabinitol

There total 4 articles about 2-(N-benzyloxycarbonyl)amino-2-deoxy-3,4,5-tri(tert-butyldimethylsilyloxy)-1-pivaloyl-D-arabinitol 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: 85.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: 620960-80-7
2,2-Dimethyl-propionic acid (2R,3S,4R)-2-benzyloxycarbonylamino-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-pentyl ester

: 620960-81-8
2-(N-benzyloxycarbonyl)amino-2-deoxy-3,4,5-tri(tert-butyldimethylsilyloxy)-1-pivaloyl-D-arabinitol

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane;
DOI:10.1016/j.tetlet.2003.08.105

Reference yield:

: 100776-48-5
2-(N-benzyloxycarbonyl)-amino-2-deoxy-3,4-di-(tert-butyl-dimethylsilyloxy)-D-arabino-1,4-lactone

: 620960-81-8
2-(N-benzyloxycarbonyl)amino-2-deoxy-3,4,5-tri(tert-butyldimethylsilyloxy)-1-pivaloyl-D-arabinitol

Guidance literature:: Multi-step reaction with 3 steps

1.1: DIBAL-H / CH₂Cl₂; toluene / 1 h / -78 °C

1.2: 84 percent / NaBH₄ / methanol / 0.5 h / 20 °C

2.1: pyridine / CH₂Cl₂ / 4 h / 20 °C

3.1: 398 mg / 2,6-lutidine / CH₂Cl₂ / 1 h

With pyridine; 2,6-dimethylpyridine; diisobutylaluminium hydride; In dichloromethane; toluene;
DOI:10.1016/j.tet.2004.04.062

Reference yield:

: 620960-79-4
[(1R,2S,3R)-2,4-Bis-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-1-hydroxymethyl-butyl]-carbamic acid benzyl ester

: 620960-81-8
2-(N-benzyloxycarbonyl)amino-2-deoxy-3,4,5-tri(tert-butyldimethylsilyloxy)-1-pivaloyl-D-arabinitol

Guidance literature:: Multi-step reaction with 2 steps

1: pyridine / CH₂Cl₂ / 4 h / 20 °C

2: 398 mg / 2,6-lutidine / CH₂Cl₂ / 1 h

With pyridine; 2,6-dimethylpyridine; In dichloromethane;
DOI:10.1016/j.tet.2004.04.062