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

Base Information

• Chemical Name: (3R,4R)-benzyl 3-(tert-butoxycarbonylamino)-4-(methylsulfonyloxy)-piperidine-1-carboxylate
• CAS No.: 1052715-48-6
• Molecular Formula: C₁₉H₂₈N₂O₇S
• Molecular Weight: 428.507
• Mol file: 1052715-48-6.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 9 articles about (3R,4R)-benzyl 3-(tert-butoxycarbonylamino)-4-(methylsulfonyloxy)-piperidine-1-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: 95.0%

benzyl (3R,4R)-3-[(tert-butoxycarbonyl)amino]-4-hydroxypiperidine-1-carboxylate (1052715-76-0,859854-67-4,1549812-60-3) + methanesulfonyl chloride (124-63-0) → (3R,4R)-benzyl 3-(tert-butoxycarbonylamino)-4-(methylsulfonyloxy)-piperidine-1-carboxylate (1052715-48-6)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 15h;

Reference yield:

3,4-epoxy-piperidine-1-carboxylic acid benzyl ester (66207-08-7,1624258-63-4) → (3R,4R)-benzyl 3-(tert-butoxycarbonylamino)-4-(methylsulfonyloxy)-piperidine-1-carboxylate (1052715-48-6)

Guidance literature:

Multi-step reaction with 3 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

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

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → (3R,4R)-benzyl 3-(tert-butoxycarbonylamino)-4-(methylsulfonyloxy)-piperidine-1-carboxylate (1052715-48-6)

Guidance literature:

Multi-step reaction with 3 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

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

upstream raw materials:

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

methanesulfonyl chloride

di-tert-butyl dicarbonate

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

Downstream raw materials:

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

(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

C₃₄H₃₈F₂N₆O₇S