benzyl (3aR,7aS)-2-oxohexahydro[1,3]oxazolo[4,5-c]pyridine-5(4H)-carboxylate

Base Information

• Chemical Name: benzyl (3aR,7aS)-2-oxohexahydro[1,3]oxazolo[4,5-c]pyridine-5(4H)-carboxylate
• CAS No.: 1052715-49-7
• Molecular Formula: C₁₄H₁₆N₂O₄
• Molecular Weight: 276.292
• Mol file: 1052715-49-7.mol

Synonyms:benzyl (3aR,7aS)-2-oxohexahydro[1,3]oxazolo[4,5-c]pyridine-5(4H)-carboxylate

Chemical Property of benzyl (3aR,7aS)-2-oxohexahydro[1,3]oxazolo[4,5-c]pyridine-5(4H)-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl (3aR,7aS)-2-oxohexahydro[1,3]oxazolo[4,5-c]pyridine-5(4H)-carboxylate

There total 9 articles about benzyl (3aR,7aS)-2-oxohexahydro[1,3]oxazolo[4,5-c]pyridine-5(4H)-carboxylate 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: 75.0%

(3R,4R)-benzyl 3-(tert-butoxycarbonylamino)-4-(methylsulfonyloxy)-piperidine-1-carboxylate (1052715-48-6) → benzyl (3aR,7aS)-2-oxohexahydro[1,3]oxazolo[4,5-c]pyridine-5(4H)-carboxylate (1052715-49-7)

Guidance literature:

With pyridine; at 120 ℃; for 0.166667h; Microwave;

Reference yield:

3,4-epoxy-piperidine-1-carboxylic acid benzyl ester (66207-08-7,1624258-63-4) → benzyl (3aR,7aS)-2-oxohexahydro[1,3]oxazolo[4,5-c]pyridine-5(4H)-carboxylate (1052715-49-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: ammonium hydroxide / ethanol; water / 5 h / 70 °C / Sealed tube

1.2: 2 h / 20 °C

2.1: Chiralpak AD-H / n-heptane; ethanol / Resolution of racemate

3.1: triethylamine / dichloromethane / 15 h / 20 °C

4.1: pyridine / 0.17 h / 120 °C / Microwave irradiation

With pyridine; ammonium hydroxide; triethylamine; In ethanol; n-heptane; dichloromethane; water;

Reference yield:

benzyl (3R,4R)-3-[(tert-butoxycarbonyl)amino]-4-hydroxypiperidine-1-carboxylate (1052715-76-0,859854-67-4,1549812-60-3) → benzyl (3aR,7aS)-2-oxohexahydro[1,3]oxazolo[4,5-c]pyridine-5(4H)-carboxylate (1052715-49-7)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 15 h / 20 °C

2: pyridine / 0.17 h / 120 °C / Microwave irradiation

With pyridine; triethylamine; In dichloromethane;

upstream raw materials:

(3R,4R)-benzyl 3-(tert-butoxycarbonylamino)-4-(methylsulfonyloxy)-piperidine-1-carboxylate

3,4-epoxy-piperidine-1-carboxylic acid benzyl ester

(trans)-benzyl 3-((tert-butoxycarbonyl)amino)-4-hydroxypiperidine-1-carboxylate

benzyl (3R,4R)-3-[(tert-butoxycarbonyl)amino]-4-hydroxypiperidine-1-carboxylate

Downstream raw materials:

(3aR,7aS)-5-benzyl 3-tert-butyl 2-oxotetrahydro-oxazolo[4,5-c]pyridine-3,5(2H,6H)-dicarboxylate

benzyl (3R,4R)-3-(tert-butoxycarbonylamino)-4-(tertbutyldimethylsilyloxy)piperidine-1-carboxylate

5-amino-N-{7-[(3R,4S)-3-amino-4-hydroxypiperidin-1-yl]thieno[3,2-b]pyridin-6-yl}-2-(2,6-difluorophenyl)-1,3-thiazole-4-carboxamide

C₃₃H₃₄F₂N₆O₇S₂