254881-77-1

Basic information

• Product Name: (2R,4S)-1-tert-Butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate
• Synonyms: (2R,4S)-4-Amino-1,2-pyrrolidinedicarboxylic acid 1-(1,1-dimethylethyl) 2-methyl ester;Methyl (2R,4S)-4-aminopyrrolidine-2-carboxylate, N1-BOC protected;1-tert-Butyl 2-methyl (2R,4S)-4-aminopyrrolidine-1,2-dicarboxylate;Methyl (2R,4S)-4-AMino-1-Boc-2-pyrrolidinedicarboxylate;Methyl (2R,4S)-4-AMino-1-Boc-2-pyrrolidinecarboxylate;(2R,4S)-4-AMINO-1-BOC-PYRROLIDINE-2-CARBOXYLIC ACID METHYL ESTER-HCl;Methyl (2R,4S)-1-(tert-butoxycarbonyl)-4-aMinopyrrolidine-2-carboxylate;Methyl (2R,4S)-4-aminopyrrolidine-2-carboxylate, N1-BOC protected, trans-4-Amino-D-proline methyl ester, N1-BOC protected, (2R,4S)-4-amino-1-(tert-butoxycarbonyl)-2-(methoxycarbonyl)pyrrolidine
• CAS NO: 254881-77-1
• Molecular Formula: C₁₁H₂₀N₂O₄
• Molecular Weight: 244.29
• Mol File: 254881-77-1.mol

Chemical Properties

• Boiling Point: 321 °C
• Flash Point: 148 °C
• Appearance: /
• Density: 1.151
• Refractive Index: 1.507
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 9.05±0.40(Predicted)
• CAS DataBase Reference: (2R,4S)-1-tert-Butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,4S)-1-tert-Butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate(254881-77-1)
• EPA Substance Registry System: (2R,4S)-1-tert-Butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate(254881-77-1)

Safety Data

• Hazardous Substances Data: 254881-77-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C11H20N2O4/c1-10(2,3)17-9(16)13-6-7(12)5-11(13,4)8(14)15/h7H,5-6,12H2,1-4H3,(H,14,15)/t7-,11+/m0/s1

Upstream product

• 135042-12-5 (4R)-1-(tert-butoxycarbonyl)-4-hydroxy-D-proline 
• 135042-09-0 (2R,4R)-N^α-(tert-butoxycarbonyl)-4-(p-toluenesulfonyloxy)proline methyl ester 
• 148017-26-9 1N-tert-butoxycarbonyl-2(R)-carbomethoxy-4(R)-methanesulfonylpyrrolidine 
• 114676-69-6 (2R,4R)-1-tert-butyl 2-methyl 4-hydroxypyrrolidine-1,2-dicarboxylate 
• 24424-99-5 di-tert-butyl dicarbonate 
• 185304-04-5 (2R,4S)-1-tert-butyl 2-methyl 4-azidopyrrolidine-1,2-dicarboxylate 
• 114676-59-4 (2R,4R)-4-hydroxy-2-methoxycarbonylpyrrolidine hydrochloride 

Downstream Products

• 1610703-87-1 1-tert-butyl 2-methyl (2R,4S)-4-{[9-ethyl-8-(2-methylpyrimidin-5-yl)-9H-purin-6-yl]amino}pyrrolidine-1,2-dicarboxylate 
• 1146160-53-3 (2R,4S)-4-(2-(2-hydroxyphenyl)quinazolin-4-ylamino)-N,N-dimethylpyrrolidine-2-carboxamide 
• 1146161-64-9 4-fluoro-2-(4-((3S,5R)-5-(hydroxymethyl)pyrrolidin-3-ylamino)quinazolin-2-yl)phenol 

Relevant articles and documents

Divergent Stereoselectivity in Phosphothreonine (pThr)-Catalyzed Reductive Aminations of 3-Amidocyclohexanones

Phosphothreonine (pThr)-embedded peptide catalysts are found to mediate the reductive amination of 3-amidocyclohexanones with divergent selectivity. The choice of peptide sequence can be used to alter the diastereoselectivity to favor either the cis-product or trans-product, which are obtained in up to 93:7 er. NMR studies and DFT calculations are reported and indicate that both pathways rely on secondary interactions between substrate and catalyst to achieve selectivity. Furthermore, catalysts appear to accomplish a parallel kinetic resolution of the substrates. The facility for phosphopeptides to tune reactivity and access multiple products in reductive aminations may translate to the diversification of complex substrates, such as natural products, at numerous reactive sites.

HETEROAROMATIC DERIVATIVES AND PHARMACEUTICAL APPLICATIONS THEREOF

Disclosed are heteroaryl derivatives, pharmaceutical composition and uses in the manufacture of a medicine for treating respiratory diseases, especially for chronic obstructive pulmonary disease (COPD).

MELANOCORTIN RECEPTOR AGONISTS

The present invention relates to a compound having a good agonistic activity to melanocortin receptor, or pharmaceutically acceptable salt or isomer thereof, and an agonistic composition for melanocortin receptor comprising the same as an active ingredient.

MELANOCORTIN RECEPTOR AGONISTS

The present invention relates to a compound having a good agonistic activity to melanocortin receptor, or pharmaceutically acceptable salt or isomer thereof, and an agonistic composition for melanocortin receptor comprising the same as an active ingredient.

MELANOCORTIN RECEPTOR AGONISTS

The present invention relates to a compound of the following formula 1, pharmaceutically acceptable salt and isomer thereof effective as agonist of melanocortin receptor, and an agonistic composition of melanocortin receptor comprising the same as active ingredient.

Development of new hydroxamate matrix metalloproteinase inhibitors derived from functionalized 4-aminoprolines

A series of hydroxamates was prepared from an aminoproline scaffold and tested for efficacy as matrix metalloproteinase (MMP) inhibitors. Detailed SAR for the series is reported for five enzymes within the MMP family, and a number of inhibitors, such as compound 47, display broad-spectrum activity with sub-nanomolar potency for some enzymes. Modifications of the P1′ portion of the molecule played a key role in affecting both potency and selectivity within the MMP family. Longer-chain aliphatic substituents in this region of the molecule tended to increase potency for MMP-3 and decrease potency for MMP-1, as exemplified by compounds 48-50, while aromatic substituents, as in compound 52, generated broad-spectrum inhibition. The data is rationalized based upon X-ray crystal data which is also presented. While the in vitro peroral absorption seemed to be less predictable, it tended to decrease with longer and more hydrophilic substituents. Finally, a rat model of osteoarthritis was used to evaluate the efficacy of these compounds, and a direct link was established between their pharmacokinetics and their in vivo efficacy.

Synthesis of N(α)-(pyrinyl/pyrimidinyl acetyl)-4-aminoproline diastereomers with potential use in PNA synthesis

This paper describes an approach to introduce conformational constraint and chirality into the PNA backbone by bridging the ethylenediamine and glycine components of thesame unit by a methylene group which leads to PNA based on 4-aminoprolyl backbone with chirality at C-4 and C-2. The synthesis and characterisation of all four diasteroisomers with thymine (T) as the sidechain nucleobase (3a-d) and the synthesis of one of the stereoisomer (2S, 4R) linked to each of the four nucleobases (10-13) are described. Using these monomeric units, two model dimers (17, 18) containing four chiral centres but differing in stereochemistry at only one site were prepared and CD data on these indicate considerable structural differences in base stacking induced by chiral backbone among these.