(R)-tert-butyl 6-oxopiperidin-3-ylcarbamate

Base Information

• Chemical Name: (R)-tert-butyl 6-oxopiperidin-3-ylcarbamate
• CAS No.: 172913-96-1
• Molecular Formula: C10H18N2O3
• Molecular Weight: 214.265
• Mol file: 172913-96-1.mol

Synonyms:L-5-methylhydantoin;5-methylhydantoin;Prestwick_215;

Chemical Property of (R)-tert-butyl 6-oxopiperidin-3-ylcarbamate

Chemical Property:

• PSA: 67.43000
• LogP: 1.50940

Purity/Quality:

99% ^*data from raw suppliers

(S)-tert-Butyl(6-oxopiperidin-3-yl)carbamate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (R)-tert-butyl 6-oxopiperidin-3-ylcarbamate

There total 16 articles about (R)-tert-butyl 6-oxopiperidin-3-ylcarbamate 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: 80.0%

1-(benzyloxy)-5-<(tert-butyloxycarbonyl)amino>-piperidone (91229-98-0) → (5S)-5-[(tert-butoxycarbonyl)amino]piperidin-2-one (172913-96-1,1228566-94-6)

Guidance literature:

With titanium(III) chloride; hydrogen; palladium on activated charcoal;

DOI:10.1016/00404-0399(50)17557-

Reference yield: 47.0%

di-tert-butyl dicarbonate (24424-99-5) + methyl (4S)-5-azido-4-[(tert-butoxycarbonyl)amino]pentanoate (330680-83-6) → (5S)-5-[(tert-butoxycarbonyl)amino]piperidin-2-one (172913-96-1,1228566-94-6) + methyl (4S)-4,5-di[(tert-butoxycarbonyl)amino]pentanoate

Guidance literature:

With sodium tetrahydroborate; palladium on activated charcoal; In tetrahydrofuran; methanol; at 20 ℃; for 0.333333h;

DOI:10.1055/s-2002-33117

Reference yield:

methyl (4S)-5-azido-4-[(tert-butoxycarbonyl)amino]pentanoate (330680-83-6) → (5S)-5-[(tert-butoxycarbonyl)amino]piperidin-2-one (172913-96-1,1228566-94-6)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In methanol; for 1h; under 2068.65 Torr;

upstream raw materials:

1-(benzyloxy)-5-<(tert-butyloxycarbonyl)amino>-piperidone

di-tert-butyl dicarbonate

methyl (4S)-5-azido-4-[(tert-butoxycarbonyl)amino]pentanoate

(S)-Pyroglutaminol

Downstream raw materials:

(S)-5-aminopiperidin-2-one

4-(S)-amino-δ-valerolactam hydrochloride

(S)-tert-butyl 5-(tert-butoxycarbonylamino)-2-oxopiperidine-1-carboxylate

(S)-benzyl 5-(tert-butoxycarbonyl)amino-2-oxopiperidine-1-carboxylate

Refernces

• 1、 Masse, Julien,Langlois, Nicole. "Synthesis of 5-amino- and 4-hydroxy-2-phenylsulfonylmethylpiperidines". experimental part. p. 417 - 432. Retrieved 2009/09/06.
• 2、 Bellis, Evagelos,Markidis, Theodoros,Kokotos, George. "Synthesis of chiral n,n+1-diamino acids and their application to the construction of dendrimers". . p. 1359 - 1364. Retrieved 2007/10/03.