(+)-(2S,3R,4R,5S)-N-(benzyloxycarbonyl)-5-O-(t-butyldimethylsilyl)-3,4-O-isopropylidene-2-phthalimido-3,4,5-piperidinetriol

Base Information

Chemical Name:(+)-(2S,3R,4R,5S)-N-(benzyloxycarbonyl)-5-O-(t-butyldimethylsilyl)-3,4-O-isopropylidene-2-phthalimido-3,4,5-piperidinetriol
CAS No.:117097-28-6
Molecular Formula:C₃₀H₃₈N₂O₇Si
Molecular Weight:566.726
Hs Code.:

Synonyms:(+)-(2S,3R,4R,5S)-N-(benzyloxycarbonyl)-5-O-(t-butyldimethylsilyl)-3,4-O-isopropylidene-2-phthalimido-3,4,5-piperidinetriol

Suppliers and Price of (+)-(2S,3R,4R,5S)-N-(benzyloxycarbonyl)-5-O-(t-butyldimethylsilyl)-3,4-O-isopropylidene-2-phthalimido-3,4,5-piperidinetriol

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (+)-(2S,3R,4R,5S)-N-(benzyloxycarbonyl)-5-O-(t-butyldimethylsilyl)-3,4-O-isopropylidene-2-phthalimido-3,4,5-piperidinetriol

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (+)-(2S,3R,4R,5S)-N-(benzyloxycarbonyl)-5-O-(t-butyldimethylsilyl)-3,4-O-isopropylidene-2-phthalimido-3,4,5-piperidinetriol

There total 10 articles about (+)-(2S,3R,4R,5S)-N-(benzyloxycarbonyl)-5-O-(t-butyldimethylsilyl)-3,4-O-isopropylidene-2-phthalimido-3,4,5-piperidinetriol 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: 100.0%

: 136918-14-4,85-41-6
phthalimide

: 117097-27-5
(+)-(2S,3S,4R,5S)-N-(benzyloxycarbonyl)-5-O-(t-butyldimethylsilyl)-3,4-O-isopropylidene-2,3,4,5-piperidinetetrol

: 117097-28-6
(+)-(2S,3R,4R,5S)-N-(benzyloxycarbonyl)-5-O-(t-butyldimethylsilyl)-3,4-O-isopropylidene-2-phthalimido-3,4,5-piperidinetriol

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In N,N-dimethyl-formamide; 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

: 117097-28-6
(+)-(2S,3R,4R,5S)-N-(benzyloxycarbonyl)-5-O-(t-butyldimethylsilyl)-3,4-O-isopropylidene-2-phthalimido-3,4,5-piperidinetriol

Guidance literature:: Multi-step reaction with 5 steps

1: 88 percent / H₂ / Raney Ni / methanol

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

3: 70 percent / NaBH₄ / ethanol

4: 88 percent / (COCl)2, DMSO, Et₃N / CH₂Cl₂

5: Ph₃P, DEAD / dimethylformamide

With 1H-imidazole; sodium tetrahydroborate; oxalyl dichloride; hydrogen; sodium hydride; dimethyl sulfoxide; triethylamine; triphenylphosphine; diethylazodicarboxylate; nickel; In methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja00229a069

Reference yield:

: 41546-21-8
L-ribose

: 117097-28-6
(+)-(2S,3R,4R,5S)-N-(benzyloxycarbonyl)-5-O-(t-butyldimethylsilyl)-3,4-O-isopropylidene-2-phthalimido-3,4,5-piperidinetriol

Guidance literature:: Multi-step reaction with 6 steps

2: 88 percent / H₂ / Raney Ni / methanol

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

4: 70 percent / NaBH₄ / ethanol

5: 88 percent / (COCl)2, DMSO, Et₃N / CH₂Cl₂

6: Ph₃P, DEAD / dimethylformamide

With 1H-imidazole; sodium tetrahydroborate; oxalyl dichloride; hydrogen; sodium hydride; dimethyl sulfoxide; triethylamine; triphenylphosphine; diethylazodicarboxylate; nickel; In methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja00229a069