95582-17-5

Basic information

• Product Name: (S)-3-CBZ-AMINO-2-PIPERIDONE
• Synonyms: (S)-3-CBZ-AMINO-2-PIPERIDONE;(S)-3-Cbz-aminopiperidin-2-one;(S)-3-N-CBZ-AMINOPIPERIDIN-2-ONE ;(S)-(2-Oxo-piperidin-3-yl)-carbamic acid benzyl ester;(S)-Benzyl2-oxopiperidin-3-ylcarbaMate;(S)-3-Benzyloxycarbonylamino-2-piperidone;[(3S)-2-Oxo-3-piperidinyl]carbamic acid phenylmethyl ester;N-[(3S)-2-Oxo-3-piperidinyl]carbamic Acid Phenylmeth yl Ester,99%e.e.
• CAS NO: 95582-17-5
• Molecular Formula: C₁₃H₁₆N₂O₃
• Molecular Weight: 248.28
• Product Categories: CHIRAL CHEMICALS
• Mol File: 95582-17-5.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 502.5°Cat760mmHg
• Flash Point: 257.7°C
• Appearance: /
• Density: 1.22g/cm³
• Vapor Pressure: 3.15E-10mmHg at 25°C
• Refractive Index: 1.568
• Storage Temp.: 2-8°C
• CAS DataBase Reference: (S)-3-CBZ-AMINO-2-PIPERIDONE(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-3-CBZ-AMINO-2-PIPERIDONE(95582-17-5)
• EPA Substance Registry System: (S)-3-CBZ-AMINO-2-PIPERIDONE(95582-17-5)

Safety Data

• Hazardous Substances Data: 95582-17-5(Hazardous Substances Data)

Usage

General Description

(S)-3-CBZ-Amino-2-Piperidone is a chemical compound typically used in scientific research studies and potentially in the creation of certain medications. The full name of the compound suggests that it is a derivative of piperidone, containing a carbobenzyloxy (Cbz) protecting group and an amino group. The "(S)" in its name indicates that this compound is the "S" enantiomer, which refers to its specific orientation in three-dimensional space. Often, it is used in laboratories for chemical reactions due to its chemical structure and specific properties, though detailed information about its toxicity and specific uses in substance production are not generally available in scholarly references.

InChI:InChI=1/C13H16N2O3/c16-12-11(7-4-8-14-12)15-13(17)18-9-10-5-2-1-3-6-10/h1-3,5-6,11H,4,7-9H2,(H,14,16)(H,15,17)/t11-/m0/s1

Upstream product

• 34294-79-6 (S)-(-)-3-aminopiperidin-2-one 
• 501-53-1 benzyl chloroformate 
• 3184-13-2 L-ornithine hydrochloride 
• 40216-82-8 methyl (S)-2,5-diaminopentanoate dihydrochloride 
• 36630-89-4 L-ornithine hydrochloride 
• 42538-31-8 (3S)-3-aminopiperidin-2-one hydrochloride 

Downstream Products

• 478646-33-2 benzyl N-[(3S)-3-piperidyl]carbamate 
• 95582-18-6 (S)-3-[[(phenylmethoxy)carbonyl]amino]-2-oxopiperidineacetic acid, ethyl ester 
• 606943-44-6 (3S)-3-benzyloxycarbonylamino-1-bis(phenylamino)phosphinyl-2-piperidone 
• 606943-46-8 (3S)-3-benzyloxycarbonylamino-1-bis(4-methoxyphenylamino)phosphinyl-2-piperidone 
• 606943-40-2 (3S)-3-benzyloxycarbonylamino-1-bis(n-propylamino)phosphinyl-2-piperidone 
• 606943-48-0 (3S)-3-benzyloxycarbonylamino-1-amino(n-propylamino)phosphinyl-2-piperidone 
• 606943-36-6 (3S)-3-benzyloxycarbonylamino-1-bis(methylamino)phosphinyl-2-piperidone 
• 606943-38-8 (3S)-3-benzyloxycarbonylamino-1-bis(ethylamino)phosphinyl-2-piperidone 
• 606943-42-4 (3S)-3-benzyloxycarbonylamino-1-bis(n-hexylamino)phosphinyl-2-piperidone 
• 307345-39-7 (3S)-3-benzyloxycarbonylamino-1-diaminophosphinyl-2-piperidinone 

Relevant articles and documents

Rapid and Mild Lactamization Using Highly Electrophilic Triphosgene in a Microflow Reactor

Lactams are cyclic amides that are indispensable as drugs and as drug candidates. Conventional lactamization includes acid-mediated and coupling-agent-mediated approaches that suffer from narrow substrate scope, much waste, and/or high cost. Inexpensive, less-wasteful approaches mediated by highly electrophilic reagents are attractive, but there is an imminent risk of side reactions. Herein, a methods using highly electrophilic triphosgene in a microflow reactor that accomplishes rapid (0.5–10 s), mild, inexpensive, and less-wasteful lactamization are described. Methods A and B, which use N-methylmorpholine and N-methylimidazole, respectively, were developed. Various lactams and a cyclic peptide containing acid- and/or heat-labile functional groups were synthesized in good to high yields without the need for tedious purification. Undesired reactions were successfully suppressed, and the risk of handling triphosgene was minimized by the use of microflow technology.

Sulfonamide lactam inhibitors of FXa and method

Sulfonamide lactams of the following formula wherein X, R1, R2, R3, R4, R4a, R5, R5a, R6, R6a, R7 and R8 are as described herein, are provided which inhibitors of Factor Xa and are useful as anticoagulants in the treatment of cardiovascular diseases associated with thromboses.

Serine protease inhibitors

The invention relates to a compound having the formula (I): R1SO2—B—X—Z—C(O)—Y, B is a bond, an amino acid of the formula —NR—CH[(CH2)pC(O)OH]—C(O)— or an ester derivative thereof wherein p is 1, 2, or 3, Gly, D-1-Piq, D-3-Piq, D-1-Tiq, D-3-Tiq, D-Atc, Aic, or a L- or D-amino acid having a hydrophobic, basic or neutral side chain; X is an amino acid with a hydrophobic side chain, glutamine, serine, theronine, a cyclic amino acid optionally containing an additional heteroatom selected from N, O or S, and optionally substituted with (1-6C)alkyl, (1-6C)alkoxy, benzyloxy or oxo, or X is 2-amino-isobutyric acid, —NR2—CH2—C(O)— or the fragment (I) or (II), wherein n is 2, 3, or 4, W is CH or N and R3is H, (1-6C)alkyl or phenyl which groups may optionally be substituted with hydroxy, (1-6C)alkoxy, COOH, COO(1-6C)alkyl, CONH2, or halogen; Z is lysine or 4-aminocyclohexylglycine. The compounds of the invention have anticoagulant activity and can be used in treating or preventing thrombin-related diseases. The variable R1and Y are defined in claim 1.