(S)-3-CBZ-AMINO-2-PIPERIDONE

Base Information

• Chemical Name: (S)-3-CBZ-AMINO-2-PIPERIDONE
• CAS No.: 95582-17-5
• Molecular Formula: C13H16 N2 O3
• Molecular Weight: 248.282
• Hs Code.: 2933790090
• Mol file: 95582-17-5.mol

Synonyms:Carbamicacid, (2-oxo-3-piperidinyl)-, phenylmethyl ester, (S)-;(3S)-3-Benzyloxycarbonylamino-2-piperidinone;(S)-3-Benzyloxycarbonylamino-2-piperidone

Chemical Property of (S)-3-CBZ-AMINO-2-PIPERIDONE

Chemical Property:

• Vapor Pressure: 3.15E-10mmHg at 25°C
• Refractive Index: 1.568
• Boiling Point: 502.5°Cat760mmHg
• Flash Point: 257.7°C
• PSA: 67.43000
• Density: 1.22g/cm³
• LogP: 1.91110
• Storage Temp.: 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

(S)-Benzyl(2-oxopiperidin-3-yl)carbamate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (S)-3-CBZ-AMINO-2-PIPERIDONE

There total 12 articles about (S)-3-CBZ-AMINO-2-PIPERIDONE 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: 93.0%

C13H17N2O4(1-)*K(1+) → (S)-3-[[(phenylmethoxy)carbonyl]amino]-2-oxopiperidine (95582-17-5)

Guidance literature:

With 4-methyl-morpholine; bis(trichloromethyl) carbonate; potassium hydroxide; In water; acetonitrile; at 20 ℃; for 0.00277778h; Reagent/catalyst; Temperature; Inert atmosphere;

DOI:10.1002/chem.202100059

Reference yield: 41.0%

L-ornithine hydrochloride (36630-89-4) + benzyl chloroformate (501-53-1,94274-21-2) → (S)-3-[[(phenylmethoxy)carbonyl]amino]-2-oxopiperidine (95582-17-5)

Guidance literature:

L-ornithine hydrochloride; With thionyl chloride; In methanol; at 0 - 20 ℃;

With sodium hydroxide; In water; for 4h; pH=8 - 9;

benzyl chloroformate; With sodium hydroxide; more than 3 stages;

Reference yield:

(S)-(-)-3-aminopiperidin-2-one (34294-79-6) + benzyl chloroformate (501-53-1,94274-21-2) → (S)-3-[[(phenylmethoxy)carbonyl]amino]-2-oxopiperidine (95582-17-5)

Guidance literature:

With sodium hydrogencarbonate; In tetrahydrofuran; at 20 ℃; for 18h;

DOI:10.1021/np030491b

upstream raw materials:

(S)-(-)-3-aminopiperidin-2-one

benzyl chloroformate

L-ornithine hydrochloride

methyl (S)-2,5-diaminopentanoate dihydrochloride

Downstream raw materials:

(3S)-3-benzyloxycarbonylamino-1-diaminophosphinyl-2-piperidinone

(3S)-3-benzyloxycarbonylamino-1-bis(n-hexylamino)phosphinyl-2-piperidone

(3S)-3-benzyloxycarbonylamino-1-bis(ethylamino)phosphinyl-2-piperidone

(3S)-3-benzyloxycarbonylamino-1-bis(methylamino)phosphinyl-2-piperidone

Refernces

• 1、 Abe, Masatoshi,Nagai, Masashi,Yamamoto, Keiichiro,Yamazaki, Hiroko,Koga, Ichiro,Satoh, Yoshitaka,Muraoka, Yasuhiko,Kurashige, Shuji,Ichikawa, Yuh-Ichiro. "Development of a large-scale synthesis of sulphostin, a dipeptidyl peptidase IV inhibitor". . p. 570 - 576. Retrieved 2012/12/25.
• 2、 -. "Sulfonamide lactam inhibitors of FXa and method". Page 22; 27-28. . Retrieved 2010/02/08.