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(2S,4S)-1-tert-Butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate is a complex organic compound with the molecular formula C13H26N2O4. It is a clear, liquid solution that belongs to the category of amines and is a member of the pyrrolidine family, characterized by a five-membered saturated ring with one nitrogen atom and four carbon atoms. As a stereospecific compound, it has a unique configuration where the 2nd and 4th positions are organically substitutable and identified as S, indicating a left-handed orientation. The t-butyl group, an alkyl substituent derived from tert-butyl alcohol, further distinguishes its structure. Primarily used for research purposes, this molecule is valuable in chemical synthesis and pharmaceutical research.

121148-01-4

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  • (2S,4S)-1-TERT-BUTYL 2-METHYL 4-AMINOPYRROLIDINE-1,2-DICARBOXYLATE

    Cas No: 121148-01-4

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121148-01-4 Usage

Uses

Used in Chemical Synthesis:
(2S,4S)-1-tert-Butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate is used as a key intermediate in the synthesis of various complex organic molecules. Its unique structure and functional groups make it a versatile building block for creating new compounds with specific properties and applications.
Used in Pharmaceutical Research:
In the pharmaceutical industry, (2S,4S)-1-tert-Butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate is used as a starting material or a precursor in the development of new drugs. Its unique stereochemistry and functional groups can be exploited to design and synthesize novel pharmaceutical agents with improved efficacy and selectivity.
Used in Research Applications:
(2S,4S)-1-tert-Butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate is used as a research tool in various scientific studies. Its unique properties and reactivity can be explored to gain insights into the fundamental aspects of organic chemistry, stereochemistry, and molecular interactions. This knowledge can be applied to develop new synthetic methods, improve existing processes, and discover innovative applications in various fields.

Check Digit Verification of cas no

The CAS Registry Mumber 121148-01-4 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,2,1,1,4 and 8 respectively; the second part has 2 digits, 0 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 121148-01:
(8*1)+(7*2)+(6*1)+(5*1)+(4*4)+(3*8)+(2*0)+(1*1)=74
74 % 10 = 4
So 121148-01-4 is a valid CAS Registry Number.
InChI:InChI=1/C11H20N2O4/c1-11(2,3)17-10(15)13-6-7(12)5-8(13)9(14)16-4/h7-8H,5-6,12H2,1-4H3/t7-,8-/m1/s1

121148-01-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name (2S,4S)-1-tert-Butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate

1.2 Other means of identification

Product number -
Other names 1-O-tert-butyl 2-O-methyl (2S,4S)-4-aminopyrrolidine-1,2-dicarboxylate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:121148-01-4 SDS

121148-01-4Relevant articles and documents

MELANOCORTIN-4 RECEPTOR AGONISTS

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, (2021/05/15)

The present invention relates to a compound exhibiting excellent agonist activity against melanocortin receptors. More specifically, the present invention relates to a compound of Formula 1, a pharmaceutical composition comprising the compound as an activ

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

Bhosle, Govind S.,Kharche, Shalmali,Kumar, Santosh,Sengupta, Durba,Maiti, Souvik,Fernandes, Moneesha

, p. 220 - 226 (2018/01/22)

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.

Antibacterial and anti-TB tat-peptidomimetics with improved efficacy and half-life

Bhosle, Govind S.,Nawale, Laxman,Yeware, Amar M.,Sarkar, Dhiman,Fernandes, Moneesha

, p. 358 - 369 (2018/05/22)

Non-natural antimicrobial peptides are ideal as next-generation antibiotics because of their ability to circumvent the problems of drug resistance and in vivo instability. We report novel all-α- and α,γ-mixed Tat peptide analogues as potential antibacterial and anti-TB agents. These peptides have broad spectrum antibacterial activities against Gram-positive (MICs 0.61 ± 0.03 to 1.35 ± 0.21 μM with the peptide γTatM4) and Gram-negative (MICs 0.71 ± 0.005 to 1.26 ± 0.02 μM with γTatM4) bacteria and are also effective against active and dormant forms of Mycobacterium tuberculosis, including strains that are resistant to rifampicin and isoniazid. The introduction of the non-natural amino acids of the study in the Tat peptide analogues results in increased resistance to degradation by proteolysis, significantly increasing their half-life. The peptides appear to inhibit bacteria by a membrane disruption mechanism, and have only a low cytotoxic effect on mammalian cells.

PROLINE-BASED NEUROPEPTIDE FF RECEPTOR MODULATORS

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, (2018/09/18)

Neuropeptide FF receptor modulators based on a proline scaffold are provided which offer NPFF receptor potencies in the nanomolar range and antagonistic selectivity for the NPFF 1 receptor. Methods, compounds and compositions for modulating the function o

An ionic liquid containing L-proline moiety as highly efficient and recyclable chiral organocatalyst for Michael addition

Li, Jiang,Li, Xia Bing,Ma, Sha Sha,Liu, Juan,Li, Ben Hao,Li, Bao Lin

, p. 1259 - 1264 (2016/08/12)

A novel chiral ionic liquid containing proline moiety was synthesized. It can be used as a highly efficient and recyclable chiral organocatalyst for Michael addition of cyclohexanone with (E)-β-nitroalkenes in methanol at room temperature. The Michael add

Exploration of labeling by near infrared dyes of the polyproline linker for bivalent-type CXCR4 ligands

Nomura, Wataru,Aikawa, Haruo,Taketomi, Shohei,Tanabe, Miho,Mizuguchi, Takaaki,Tamamura, Hirokazu

, p. 6967 - 6973 (2015/11/11)

We have previously used poly-l-proline linkers for the development of bivalent-type ligands for the chemokine receptor, CXCR4. The bivalent ligands with optimum linkers showed specific binding to CXCR4, suggesting the existence of CXCR4 possibly as a dime

Discovery of a series of novel compounds with moderate anti-hepatitis C virus NS3 protease activity in vitro

Shi, Fangyuan,Zhang, Yingjie,Xu, Wenfang

, p. 5539 - 5545 (2015/11/11)

The hepatitis C virus (HCV) NS3/4A protease that plays an important role in the viral life cycle has been proven to be an excellent target for the discovery of anti-HCV drugs. Enlightened by some P2-triazole and amide compounds, which had been found as HCV NS3 protease inhibitors, we designed and synthesized a series of novel compounds by incorporating different amino acid residues in P1/P1′ and P3/P3′ position to develop novel antiviral agents. The result of enzyme inhibition assay indicated that all the designed compounds showed moderate anti-HCV NS3 protease activity. On the basis of the biological result, a detailed structure-activity relationship (SAR) was derived and discussed.

AZAQUINAZOLINE INHIBITORS OF ATYPICAL PROTEIN KINASE C

-

, (2014/04/17)

The present invention provides a compound of formula (I) or a salt thereof, wherein R7, R8, R9, G, and X are as defined herein. A compound of formula (I) and its salts have a PKC inhibitory activity, and may be used to treat proliferative disorders.

HEPATITIS C VIRUS INHIBITORS

-

, (2013/05/21)

The invention provides compounds of formula (I): wherein the variables are defined in the specification, or a pharmaceutically-acceptable salt thereof, that are inhibitors of replication of the hepatitis C virus. The invention also provides pharmaceutical compositions comprising such compounds, methods of using such compounds to treat hepatitis C viral infections, and processes and intermediates useful for preparing such compounds.

Remarkable structure effects on chiroptical properties of polyisocyanides carrying proline pendants

Xu, Anqiu,Hu, Guixia,Hu, Yulong,Zhang, Xiuqiang,Liu, Kun,Kuang, Guichao,Zhang, Afang

, p. 2003 - 2014 (2013/09/23)

Chiral polymers with simple chemical structures and high helical conformation stabilities are important for their applications as chiral supports and asymmetrical catalysts. We report herein the synthesis of a series of aliphatic polyisocyanides carrying proline pendants of different chiralities, and an investigation of the effects of the chemical structures of these pendants on the chiroptical properties of the polymers. The configuration of the chiral center at the 4-position of the proline pendants was changed from S to R to check its effect on the handedness of the helical conformation. To examine the effects of steric hindrance on the stabilities of the helical conformation for these aliphatic representatives, proline pendants with various substituents at both the carboxyl and amine terminals were designed. To further examine the steric effects of the proline pendants, aromatic counterparts were also prepared. In the latter case, the effects of hydrogen bonds between pendant units on the enhancement and stabilities of the helical conformation were investigated by switching from the ester to an amide linkage. The Cotton effects and signal intensities of both aliphatic and aromatic polyisocyanides from circular dichroism spectroscopy were compared based on the bulkiness of the pendant groups, solvent polarities, and solution temperatures. It was found that highly stable helical conformations of polyisocyanides could be imposed by small bulky monoproline pendants. Twisted sisters: Polyisocyanides with various proline-based pendant groups were synthesized and their chiroptical properties investigated. These chiral polymers show unprecedented stable helical conformations in different solvents at various temperatures, even in the absence of strong hydrogen-bonding interactions between the pendant groups (see picture). Copyright

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