132622-66-3

Basic information

• Product Name: (S)-(+)-N-BOC-4-AMINO-L-PROLINE, 97
• Synonyms: (S)-(+)-N-BOC-4-AMINO-L-PROLINE, 97;(S)-(+)-N-BOC-4-AMINO-L-PROLINE, 97%;CIS-1-BOC-4-AMINO-L-PROLINE ;cis-4-Amino-1-Boc-2-pyrrolidinecarboxylic acid;(2S,4S)-4-Amino-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester;(2S,4S)-4-amino-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxylic acid;2S,4S)-4-aMino-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxylic a;(2S,4S)-4-Amino-1,2-pyrrolidinedicarboxylic acid 1-(tert-butyl) ester
• CAS NO: 132622-66-3
• Molecular Formula: C₁₀H₁₈N₂O₄
• Molecular Weight: 230.26092
• Product Categories: pharmacetical
• Mol File: 132622-66-3.mol
• Article Data: 8

Chemical Properties

• Melting Point: >266 °C(lit.)
• Boiling Point: 371.1 °C at 760 mmHg
• Flash Point: 178.2 °C
• Appearance: /
• Density: 1.232
• Vapor Pressure: 1.59E-06mmHg at 25°C
• Refractive Index: 1.516
• Storage Temp.: 2-8°C(protect from light)
• PKA: 3.65±0.20(Predicted)
• CAS DataBase Reference: (S)-(+)-N-BOC-4-AMINO-L-PROLINE, 97(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-(+)-N-BOC-4-AMINO-L-PROLINE, 97(132622-66-3)
• EPA Substance Registry System: (S)-(+)-N-BOC-4-AMINO-L-PROLINE, 97(132622-66-3)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 132622-66-3(Hazardous Substances Data)

Usage

Uses

also available as trans isomer, see 1-00971

InChI:InChI=1/C10H18N2O4/c1-10(2,3)16-9(15)12-5-6(11)4-7(12)8(13)14/h6-7H,4-5,11H2,1-3H3,(H,13,14)/t6-,7-/m1/s1

Upstream product

• 132622-65-2 (4S)-1-(tert-butoxycarbonyl)-4-azido-L-proline 
• 1217446-43-9 (2S,4S)-4-aminopyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester hydrochloride 
• 874162-96-6 (2S,4S)-2-benzyl 1-tert-butyl 4-azidopyrrolidine-1,2-dicarboxylate 
• 865295-35-8 2-benzyl 1-(tert-butyl) (2S,4R)-4-((methylsulfonyl)oxy)pyrrolidine-1,2-dicarboxylate 
• 89813-47-8 N-(tert-butoxycarbonyl)-(2S,4R)-4-hydroxyproline benzyl ester 
• 132623-03-1 (2S,4S)-4-azido-pyrrolidin-1,2-dicarboxylic acid-1-tert-butyl ester-2-ethyl ester 
• 121148-01-4 (2S,4S)-4-amino-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester 
• 132622-68-5 (2S,4R)-4-azido-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxylic acid 
• 174148-03-9 (2S,4S)-4-(9H-fluoren-9-ylmethoxycarbonylamino)-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 
• 84520-67-2 (2S,4R)-4-(methylsulfonyloxy)pyrrolidine-1,2-dicarboxylic acid 1-tert-butylester-2-methylester 
• 84520-68-3 N-tert-butoxycarbonyl-cis-4-azido-L-proline methyl ester 
• 1499-56-5 (R)-4-hydroxy-L-proline ethyl ester 
• 24424-99-5 di-tert-butyl dicarbonate 
• 74844-91-0 1-tert-butyl 2-methyl (2S,4R)-4-hydroxy-1,2-pyrrolidinedicarboxylate 

Downstream Products

• 874162-99-9 (2S,4S)-4-(((benzyloxy)carbonyl)amino)-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxylic acid 
• 174148-03-9 (2S,4S)-4-(9H-fluoren-9-ylmethoxycarbonylamino)-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 
• 913979-48-3 C₁₇H₂₃FN₂O₄ 
• 132622-67-4 (4S)-1-(tert-butoxycarbonyl)-4-<<<(p-toluenesulfonyl)imino>aminomethyl>amino>-L-proline 
• 874163-08-3 3(R)-[(4(S)-((4-azido-2-hydroxy-5-iodobenzoyl)amino)-1-(tert-butoxycarbonyl)-2(S)-pyrrolidinylcarbonyl)amino]-2-oxo-1-pyrrolidineacetamide 
• 874163-07-2 3(R)-[(4(S)-((4-azido-2-hydroxybenzoyl)amino)-1-(tert-butoxycarbonyl)-2(S)-pyrrolidinylcarbonyl)amino]-2-oxo-1-pyrrolidineacetamide 
• 874163-06-1 3(R)-[(4(S)-((4-azidobenzoyl)amino)-1-(tert-butoxycarbonyl)-2(S)-pyrrolidinylcarbonyl)amino]-2-oxo-1-pyrrolidineacetamide 
• 874163-02-7 methyl 3(R)-[(4(S)-(4-benzyloxycarbonylamino)-1-(tert-butoxycarbonyl)-2(S)-pyrrolidinylcarbonyl)amino]-2-oxo-1-pyrrolidineacetate 
• 874163-04-9 3(R)-[(4(S)-(4-benzyloxycarbonylamino)-1-(tert-butoxycarbonyl)-2(S)-pyrrolidinylcarbonyl)amino]-2-oxo-1-pyrrolidineacetamide 

Relevant articles and documents

Superior HIV-1 TAR Binders with Conformationally Constrained R52 Arginine Mimics in the Tat(48–57) Peptide

We report a 100-fold increase in binding affinity of the Tat(48–57) peptide to HIV-1 transcriptional activator-responsive element (TAR) RNA by replacing Arg52, an essential and critical residue for Tat's specific binding, with (2S,4S)-4-guanidinoproline. The resulting αTat1M peptide is a far superior binder than γTat1M, a peptide containing another conformationally constrained arginine mimic, (2S,4S)-4-amino-N-(3-guanidinopropyl)proline, or even the control Tat peptide (CtrlTat) itself. Our observations are supported by circular dichroism (CD), isothermal titration calorimetry (ITC), gel electrophoresis and UV spectroscopy studies. Molecular dynamics simulations suggest increased interactions between the more compact αTat1M and TAR RNA, relative to CtrlTat. The CD signature of the RNA itself remains largely unchanged upon binding of the peptides. The Tat mimetics further have better cell uptake properties than the control Tat peptide, thus increasing their potential application as specific TAR-binding molecules.

DIPEPTIDYL PEPTIDASE-IV INHIBITORS

The present invention relates generally to pyrrolidine and thiazolidine DPP-IV inhibitor compounds. The present invention also provides synthetic methods for preparation of such compounds, methods of inhibiting DPP-IV using such compounds and pharmaceutical formulations containing them for treatment of DPP-IV mediated diseases, in particular, Type-2 diabetes.

Design and synthesis of photoaffinity-labeling ligands of the L-prolyl-L-leucylglycinamide binding site involved in the allosteric modulation of the dopamine receptor

Pro-Leu-Gly-NH2 (PLG), in addition to its endocrine effects, possesses the ability to modulate dopamine 02 receptors within the central nervous system. However, the precise binding site of PLG is unknown. Potential photoaffinity-labeling ligand