(-)-(2S,3R,4S,5S)-2-acetamido-N-(benzyloxycarbonyl)-3,4-O-isopropylidene-3,4,5-piperidinetriol

Base Information

Chemical Name:(-)-(2S,3R,4S,5S)-2-acetamido-N-(benzyloxycarbonyl)-3,4-O-isopropylidene-3,4,5-piperidinetriol
CAS No.:117097-29-7
Molecular Formula:C₁₈H₂₄N₂O₆
Molecular Weight:364.398
Hs Code.:

Synonyms:(-)-(2S,3R,4S,5S)-2-acetamido-N-(benzyloxycarbonyl)-3,4-O-isopropylidene-3,4,5-piperidinetriol

Suppliers and Price of (-)-(2S,3R,4S,5S)-2-acetamido-N-(benzyloxycarbonyl)-3,4-O-isopropylidene-3,4,5-piperidinetriol

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

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Chemical Property of (-)-(2S,3R,4S,5S)-2-acetamido-N-(benzyloxycarbonyl)-3,4-O-isopropylidene-3,4,5-piperidinetriol

Chemical Property:

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

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Useful:

Technology Process of (-)-(2S,3R,4S,5S)-2-acetamido-N-(benzyloxycarbonyl)-3,4-O-isopropylidene-3,4,5-piperidinetriol

There total 12 articles about (-)-(2S,3R,4S,5S)-2-acetamido-N-(benzyloxycarbonyl)-3,4-O-isopropylidene-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%

: 125165-36-8
(-)-(2S,3R,4R,5S)-2-acetamido-N-(benzyloxycarbonyl)-5-O-(t-butyldimethylsilyl)-3,4-O-isopropylidene-3,4,5-piperidinetriol

: 117097-29-7
(-)-(2S,3R,4S,5S)-2-acetamido-N-(benzyloxycarbonyl)-3,4-O-isopropylidene-3,4,5-piperidinetriol

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 1h; 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

: 117097-29-7
(-)-(2S,3R,4S,5S)-2-acetamido-N-(benzyloxycarbonyl)-3,4-O-isopropylidene-3,4,5-piperidinetriol

Guidance literature:: Multi-step reaction with 6 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

: 117097-29-7
(-)-(2S,3R,4S,5S)-2-acetamido-N-(benzyloxycarbonyl)-3,4-O-isopropylidene-3,4,5-piperidinetriol

Guidance literature:: Multi-step reaction with 7 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