(+)-(2R,3R,4S)-5-benzyloxycarbonylamino-4-(t-butyldimethylsilyloxy)-2,3-(isopropylidenedioxy)-1-pentanol

Base Information

Chemical Name:(+)-(2R,3R,4S)-5-benzyloxycarbonylamino-4-(t-butyldimethylsilyloxy)-2,3-(isopropylidenedioxy)-1-pentanol
CAS No.:117097-26-4
Molecular Formula:C₂₂H₃₇NO₆Si
Molecular Weight:439.624
Hs Code.:

Synonyms:(+)-(2R,3R,4S)-5-benzyloxycarbonylamino-4-(t-butyldimethylsilyloxy)-2,3-(isopropylidenedioxy)-1-pentanol

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Chemical Property of (+)-(2R,3R,4S)-5-benzyloxycarbonylamino-4-(t-butyldimethylsilyloxy)-2,3-(isopropylidenedioxy)-1-pentanol

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Technology Process of (+)-(2R,3R,4S)-5-benzyloxycarbonylamino-4-(t-butyldimethylsilyloxy)-2,3-(isopropylidenedioxy)-1-pentanol

There total 15 articles about (+)-(2R,3R,4S)-5-benzyloxycarbonylamino-4-(t-butyldimethylsilyloxy)-2,3-(isopropylidenedioxy)-1-pentanol 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: 96.0%

: 117097-25-3
5-N-(benzyloxycarbonyl)-4-O-(t-butyldimethylsilyl)-5-deoxy-2,3-O-isopropylidene-L-1,5-ribonolactam

: 117097-26-4
(+)-(2R,3R,4S)-5-benzyloxycarbonylamino-4-(t-butyldimethylsilyloxy)-2,3-(isopropylidenedioxy)-1-pentanol

Guidance literature:: With sodium tetrahydroborate; In ethanol; Ambient temperature;
DOI:10.1246/bcsj.65.978

Reference yield: 92.0%

: 117097-25-3,141781-90-0,141781-94-4
5-N-(benzyloxycarbonyl)-4-O-(t-butyldimethylsilyl)-5-deoxy-2,3-O-isopropylidene-D-1,5-ribonolactam

: 117097-26-4,127182-14-3,141781-95-5
(-)-(2S,3S,4R)-5-benzyloxycarbonylamino-4-(t-butyldimethylsilyloxy)-2,3-(isopropylidenedioxy)-1-pentanol

Guidance literature:: With sodium tetrahydroborate; In ethanol; Ambient temperature;
DOI:10.1246/bcsj.65.978

Reference yield:

: 117097-24-2
5-azido-5-deoxy-2,3-O-isopropylidene-L-ribono-1,4-lactone

: 117097-26-4
(+)-(2R,3R,4S)-5-benzyloxycarbonylamino-4-(t-butyldimethylsilyloxy)-2,3-(isopropylidenedioxy)-1-pentanol

Guidance literature:: Multi-step reaction with 3 steps

1: 88 percent / H₂ / Raney Ni / methanol

2: 1.) imidazole, 2.) NaH / DMF

3: 70 percent / NaBH₄ / ethanol

With 1H-imidazole; sodium tetrahydroborate; hydrogen; sodium hydride; nickel; In methanol; ethanol;
DOI:10.1021/ja00229a069