1217446-43-9

Basic information

• Product Name: (2R,4S)-4-AMINO-1-BOC-PYRROLIDINE-2-CARBOXYLIC ACID METHYL ESTER-HCl
• Synonyms: (2R,4S)-1-tert-Butyl 2-Methyl 4-aMinopyrrolidine-1,2-dicarboxylate hydrochloride;Methyl (2R,4S)-4-amino-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxylate hydrochloride;Methyl (2R,4S)-4-amino-1-Boc-pyrrolidine-2-carboxylate hydrochloride;(2R,4S)-1,2-Pyrrolidinedicarboxylic acid, 4-amino-, 1-(1,1-dimethylethyl) 2-methyl ester, hydrochloride (1:1)
• CAS NO: 1217446-43-9
• Molecular Formula: C11H21ClN2O4
• Molecular Weight: 280.74844
• Mol File: 1217446-43-9.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: (2R,4S)-4-AMINO-1-BOC-PYRROLIDINE-2-CARBOXYLIC ACID METHYL ESTER-HCl(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,4S)-4-AMINO-1-BOC-PYRROLIDINE-2-CARBOXYLIC ACID METHYL ESTER-HCl(1217446-43-9)
• EPA Substance Registry System: (2R,4S)-4-AMINO-1-BOC-PYRROLIDINE-2-CARBOXYLIC ACID METHYL ESTER-HCl(1217446-43-9)

Safety Data

• Hazardous Substances Data: 1217446-43-9(Hazardous Substances Data)

Usage

General Description

The chemical "(2R,4S)-4-AMINO-1-BOC-PYRROLIDINE-2-CARBOXYLIC ACID METHYL ESTER-HCl" is a molecular compound used in organic synthesis and pharmaceutical research. It is a derivative of pyrrolidine, a heterocyclic organic compound with a five-membered ring structure containing one nitrogen atom. The presence of the BOC (tert-butyloxycarbonyl) protecting group in the compound makes it suitable for use as a precursor in the synthesis of various drugs and pharmaceutical compounds. The HCl salt form of the compound enhances its stability and solubility in aqueous solutions, making it easier to handle and transport for research and commercial purposes. (2R,4S)-4-AMINO-1-BOC-PYRROLIDINE-2-CARBOXYLIC ACID METHYL ESTER-HCl is commonly used in the synthesis of various pharmaceuticals and bioactive molecules.

Upstream product

• 334999-29-0 (2S,4S)-1-tert-butyl 2-methyl 4-bromopyrrolidine-1,2-dicarboxylate 
• 121148-00-3 1-(1,1-dimethylethyl) 2-methyl (2S,4R)-4-amino-1,2-pyrrolidinedicarboxylate 
• 74844-91-0 1-tert-butyl 2-methyl (2S,4R)-4-hydroxy-1,2-pyrrolidinedicarboxylate 
• 1060775-33-8 methyl 4-aminopyrrolidine-2-carboxylate 
• 84520-68-3 N-tert-butoxycarbonyl-cis-4-azido-L-proline methyl ester 
• 51-35-4 4R-4-hydroxyproline 
• 1499-56-5 (R)-4-hydroxy-L-proline ethyl ester 
• 84520-67-2 (2S,4R)-4-(methylsulfonyloxy)pyrrolidine-1,2-dicarboxylic acid 1-tert-butylester-2-methylester 

Relevant articles and documents

Engineering of a 129-Residue Tripod Protein by Chemoselective Ligation of Proline-II Helices

A 129-residue tripod protein was designed, synthesized, and biophysically characterized.This receptor-adhesive modular protein contained three 30-residue proline-II helices linked to a 9-residue proline-II helix through thioether bonds.Coupling of 6-maleimidohexanoic acid succinimido ester to cis-Nα-Boc-4-amino-L-proline furnished in 77percent yield the maleimido acid cis-N-Boc-4-(6-maleimidohexanamido)-L-proline (Boc-Prm), which was used in the solid-phase synthesis of the linker peptide CH3-CO-Pro3-Prm3-Pro3-NH2.The leg peptide, the 40-residue thiol Gly-Arg-Gly-Asp-Ser-Pro-Gly-Tyr-Gly-Pro30-Cys-NH2, was also made by solid-phase synthesis.The tripod protein was prepared by Michael addition of the thiol groups of three leg peptides to the three maleimide groups of the linker peptide.By 13C NMR spectrometry, the linker peptide was a proline-II helix, as indicated by the presence of only trans Pro-Pro resonances for its β and γ carbons.By circular dichroic spectroscopy, the model peptide CH3-CO-Pro9-NH2, the linker peptide, the leg peptide, and the tripod proteinn each contained substantial proline-II helix, as indicated by a strong negative band at 205 nm and a weak positive band at 226 nm.Since the Pro30 proline-II helix of each leg is about 93 Angstroem long, two Arg-Gly-Asp sites on different legs of the tripod protein could be as much as ca. 250 Angstroem apart.

SYNTHESIS OF PYRROLIDINE COMPOUNDS

Provided are methods for the preparation of certain substituted pyrrolidine compounds, forms of (2S, 4R)-1-(2-aminoacetyl)-4-benzamidopyrrolidine-2-carboxylic acid hydrochloride, and methods for preparing and using these forms.