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

Base Information

Chemical Name:(-)-(2S,3R,4R,5S)-2-acetamido-N-(benzyloxycarbonyl)-5-O-(t-butyldimethylsilyl)-3,4-O-isopropylidene-3,4,5-piperidinetriol
CAS No.:125165-36-8
Molecular Formula:C₂₄H₃₈N₂O₆Si
Molecular Weight:478.661
Hs Code.:

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

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

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

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

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

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

There total 9 articles about (-)-(2S,3R,4R,5S)-2-acetamido-N-(benzyloxycarbonyl)-5-O-(t-butyldimethylsilyl)-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:

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

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

Guidance literature:: Multi-step reaction with 7 steps

1: 87.7 percent / H₂ / Raney Ni / methanol / 2 h / Ambient temperature

2: 98 percent / imidazole / dimethylformamide / 2 h / Ambient temperature

3: 98 percent / NaH / dimethylformamide / 2 h / Ambient temperature

4: 96 percent / sodium borohydride / ethanol / Ambient temperature

5: 1) dimethyl sulfoxide, oxalyl dichloride; 3) triethylamine / 1) CH₂Cl₂, -60 deg C, 5 min; 2) CH₂Cl₂, -60 deg C, 15 min; 3) CH₂Cl₂, -60 deg C, 10 min, then room temp.

6: 100 percent / triphenylphosphine, diethyl azodicarboxylate / dimethylformamide / Ambient temperature

7: 1.) hydrazine, 2.) pyridine / 1.) methanol, 30 deg C, 1 d, 2.) RT, overnight

With pyridine; 1H-imidazole; sodium tetrahydroborate; oxalyl dichloride; hydrogen; sodium hydride; dimethyl sulfoxide; triethylamine; triphenylphosphine; hydrazine; diethylazodicarboxylate; nickel; In methanol; ethanol; N,N-dimethyl-formamide;
DOI:10.1246/bcsj.65.978

Reference yield:

: 5-azido-5-deoxy-2,3-O-isopropylidene-L-ribofuranose

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

Guidance literature:: Multi-step reaction with 8 steps

1: 96.6 percent / pyridine, CrO₃ / CH₂Cl₂ / 0.5 h / Ambient temperature

2: 87.7 percent / H₂ / Raney Ni / methanol / 2 h / Ambient temperature

3: 98 percent / imidazole / dimethylformamide / 2 h / Ambient temperature

4: 98 percent / NaH / dimethylformamide / 2 h / Ambient temperature

5: 96 percent / sodium borohydride / ethanol / Ambient temperature

6: 1) dimethyl sulfoxide, oxalyl dichloride; 3) triethylamine / 1) CH₂Cl₂, -60 deg C, 5 min; 2) CH₂Cl₂, -60 deg C, 15 min; 3) CH₂Cl₂, -60 deg C, 10 min, then room temp.

7: 100 percent / triphenylphosphine, diethyl azodicarboxylate / dimethylformamide / Ambient temperature

8: 1.) hydrazine, 2.) pyridine / 1.) methanol, 30 deg C, 1 d, 2.) RT, overnight

With pyridine; 1H-imidazole; chromium(VI) oxide; sodium tetrahydroborate; oxalyl dichloride; hydrogen; sodium hydride; dimethyl sulfoxide; triethylamine; triphenylphosphine; hydrazine; diethylazodicarboxylate; nickel; In methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1246/bcsj.65.978

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

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

Guidance literature:: Multi-step reaction with 6 steps

1: 98 percent / imidazole / dimethylformamide / 2 h / Ambient temperature

2: 98 percent / NaH / dimethylformamide / 2 h / Ambient temperature

3: 96 percent / sodium borohydride / ethanol / Ambient temperature

4: 1) dimethyl sulfoxide, oxalyl dichloride; 3) triethylamine / 1) CH₂Cl₂, -60 deg C, 5 min; 2) CH₂Cl₂, -60 deg C, 15 min; 3) CH₂Cl₂, -60 deg C, 10 min, then room temp.

5: 100 percent / triphenylphosphine, diethyl azodicarboxylate / dimethylformamide / Ambient temperature

6: 1.) hydrazine, 2.) pyridine / 1.) methanol, 30 deg C, 1 d, 2.) RT, overnight

With pyridine; 1H-imidazole; sodium tetrahydroborate; oxalyl dichloride; sodium hydride; dimethyl sulfoxide; triethylamine; triphenylphosphine; hydrazine; diethylazodicarboxylate; In ethanol; N,N-dimethyl-formamide;
DOI:10.1246/bcsj.65.978