88815-87-6

Basic information

• Product Name: 1-Pyrrolidinecarboxylic acid, 2-[(methylamino)carbonyl]-, 1,1-dimethylethyl ester
• Synonyms: tert-butyl (S)-2-(methylcarbamoyl)pyrrolidine-1-carboxylate;N-Tertiobutoxycarbonylproline-N'-methylamide;N-(tert-butyloxycarbonyl)-L-proline N'-methylamide;Boc-Pro-NHCH3;(S)-tert-butyl 2-(methylcarbamoyl)pyrrolidine-1-carboxylate;boc-L-prolyl-N'-methylamide
• CAS NO: 88815-87-6
• Molecular Formula: C11H20N2O3
• Molecular Weight: 228.291
• Mol File: 88815-87-6.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: 1-Pyrrolidinecarboxylic acid, 2-[(methylamino)carbonyl]-, 1,1-dimethylethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Pyrrolidinecarboxylic acid, 2-[(methylamino)carbonyl]-, 1,1-dimethylethyl ester(88815-87-6)
• EPA Substance Registry System: 1-Pyrrolidinecarboxylic acid, 2-[(methylamino)carbonyl]-, 1,1-dimethylethyl ester(88815-87-6)

Safety Data

• Hazardous Substances Data: 88815-87-6(Hazardous Substances Data)

Usage

Use

Building block for drug synthesis The compound is commonly used as a building block for the synthesis of various drugs and molecules.

Protection

t-Butoxycarbonyl (Boc) protected form The compound is a Boc protected form of 2-pyrrolidinecarboxylic acid, which makes it particularly useful for solid-phase peptide synthesis and other organic chemistry applications.

Physical form

White crystalline powder The compound appears as a white crystalline powder.

Molecular weight

250.33 g/mol This is the mass of one mole of the compound, expressed in grams.

Safety

Handle with care and follow proper protocols Due to its potential hazards and reactivity, it is important to handle and store this chemical with care and follow appropriate safety guidelines.

Upstream product

• 3392-10-7 tert-butoxycarbonyl-L-proline N-hydroxysuccinimide ester 
• 74-89-5 methylamine 
• 15761-39-4 1-(tert-butoxycarbonyl)-L-proline 
• 593-51-1 methylamine hydrochloride 
• 24424-99-5 di-tert-butyl dicarbonate 
• 147-85-3 L-proline 

Downstream Products

• 33208-98-9 pyrrolidine-2-carboxylic acid methylamide hydrochloride 
• 52060-82-9 L-proline methylamide 
• 1392268-79-9 (S)-1-(1-benzyl-1H-benzo[d]imidazol-2-yl)-N-((1-((1-benzyl-1H-benzo[d]imidazol-2-yl)methyl)pyrrolidin-2-yl)methyl)-N-methylmethanamine 
• 137693-34-6 DL-Pro-NHMe 
• 155540-08-2 acryloyl-L-prolyl-N'-methylamide 
• 59936-29-7 (S)-N-(tert-butoxycarbonyl)proline methyl ester 
• 19701-85-0 N-acetyl-L-proline-N'-methylamide 

Relevant articles and documents

Factors Affecting Conformation in Proline-Containing Peptides

(Equation presented) NMR was used to study the thermodynamics of the cis → trans isomerization for prolyl amide bonds in the compounds shown. The magnitude of Kt/c for C-terminal esters is greater than for the corresponding amides, signifying s

A General Strategy to Enhance Donor-Acceptor Molecules Using Solvent-Excluding Substituents

While organic donor-acceptor (D-A) molecules are widely employed in multiple areas, the application of more D-A molecules could be limited because of an inherent polarity sensitivity that inhibits photochemical processes. Presented here is a facile chemical modification to attenuate solvent-dependent mechanisms of excited-state quenching through addition of a β-carbonyl-based polar substituent. The results reveal a mechanism wherein the β-carbonyl substituent creates a structural buffer between the donor and the surrounding solvent. Through computational and experimental analyses, it is demonstrated that the β-carbonyl simultaneously attenuates two distinct solvent-dependent quenching mechanisms. Using the β-carbonyl substituent, improvements in the photophysical properties of commonly used D-A fluorophores and their enhanced performance in biological imaging are shown.

Manganese catalysts with C1-symmetric N4 ligand for enantioselective epoxidation of olefins

Bioinspired manganese complexes based on N4 ligands, with a more rigid, chiral diamine derived from proline and two benzimidazoles, were synthesized and applied to epoxidize olefins with hydrogen peroxide as a clean oxidant. Notably, 60-99 % isolated yields and excellent ee values (up to 95 %) were obtained by using low catalyst loadings (0.01-0.2 mol %; see scheme; F green, S yellow). Copyright