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(R)-2,2-DIMETHYL-OXAZOLIDINE-3,4-DICARBOXYLIC ACID 3-TERT-BUTYL ESTER is a chiral compound derived from oxazolidine-3,4-dicarboxylic acid, featuring a (R)-2,2-dimethyl oxazolidine group and a tert-butyl ester group. Its (R)designation highlights its specific stereochemistry, which is crucial for its potential applications in various fields.

660852-86-8

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  • (R)-2,2-DIMETHYL-OXAZOLIDINE-3,4-DICARBOXYLIC ACID 3-TERT-BUTYL ESTER

    Cas No: 660852-86-8

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660852-86-8 Usage

Uses

Used in Pharmaceutical and Medicinal Chemistry:
(R)-2,2-DIMETHYL-OXAZOLIDINE-3,4-DICARBOXYLIC ACID 3-TERT-BUTYL ESTER is used as a chiral building block for the synthesis of other compounds, particularly in the development of pharmaceuticals and medicines. Its unique stereochemistry allows for the creation of enantiomerically pure compounds, which is essential for ensuring the desired biological activity and reducing potential side effects.
Used in Organic Synthesis:
In the field of organic synthesis, (R)-2,2-DIMETHYL-OXAZOLIDINE-3,4-DICARBOXYLIC ACID 3-TERT-BUTYL ESTER serves as a valuable intermediate, facilitating the construction of complex molecular structures. Its presence can enhance the efficiency and selectivity of various chemical reactions, contributing to the advancement of synthetic methodologies.
Used in Drug Discovery:
(R)-2,2-DIMETHYL-OXAZOLIDINE-3,4-DICARBOXYLIC ACID 3-TERT-BUTYL ESTER is utilized in drug discovery processes, where its potential biological activity and pharmacological effects are explored. Researchers investigate its interactions with biological targets to identify new therapeutic agents or optimize existing ones.
Used as a Chiral Resolving Agent:
In the context of chiral chemistry, (R)-2,2-DIMETHYL-OXAZOLIDINE-3,4-DICARBOXYLIC ACID 3-TERT-BUTYL ESTER can be employed as a chiral resolving agent. This application is vital for the separation and purification of enantiomers, ensuring that only the desired stereoisomer is obtained for use in pharmaceuticals or other applications where stereochemistry plays a critical role.

Check Digit Verification of cas no

The CAS Registry Mumber 660852-86-8 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 6,6,0,8,5 and 2 respectively; the second part has 2 digits, 8 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 660852-86:
(8*6)+(7*6)+(6*0)+(5*8)+(4*5)+(3*2)+(2*8)+(1*6)=178
178 % 10 = 8
So 660852-86-8 is a valid CAS Registry Number.

660852-86-8SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 15, 2017

Revision Date: Aug 15, 2017

1.Identification

1.1 GHS Product identifier

Product name (R)-2,2-DIMETHYL-OXAZOLIDINE-3,4-DICARBOXYLIC ACID 3-TERT-BUTYL ESTER

1.2 Other means of identification

Product number -
Other names -

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

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More Details:660852-86-8 SDS

660852-86-8Relevant articles and documents

ISOINDOLINE COMPOSITIONS AND METHODS FOR TREATING NEURODEGENERATIVE DISEASE

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, (2015/09/23)

Isoindoline sigma-2 receptor antagonist compounds, pharmaceutical compositions comprising such compounds, and methods for inhibiting Abeta- associated synapse loss or synaptic dysfunction in neuronal cells, modulating an Abeta-associated membrane trafficking change in neuronal cells, and treating cognitive decline associated with Abeta pathology are provided.

NOVEL PROCESS FOR THE PREPARATION OF (R)-N-BENZYL-2-ACETAMIDO-3-METHOXYPROPIONAMIDE

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Paragraph 0043, (2014/11/11)

The invention is a novel process for the preparation of lacosamide by employing novel intermediates of formula III and IV:

Synthesis of a novel series of 2,3,4-trisubstituted oxazolidines designed by isosteric replacement or rigidification of the structure and cytotoxic evaluation

Andrade, Saulo F.,Teixeira, Claudia S.,Ramos, Jonas P.,Lopes, Marcela S.,Pdua, Rodrigo M.,Oliveira, Mnica C.,Souza-Fagundes, Elaine M.,Alves, Ricardo J.

, p. 1693 - 1699 (2014/12/11)

We have previously reported on a study of the structure-activity relationship in a series of 2,3,4-substituted oxazolidines recently discovered by our group varying the substituent at the ring or stereochemistry of the oxazolidine ring. We discovered the cytotoxic and pro-apoptotic potential of compounds 1 and 2 with good selectivity against cancer cell lines. In the present study we describe the synthesis and cytotoxic evaluation against cancer cell lines (HL60, JURKAT, MDA-MB-231 and LNCaP) of a series of oxazolidines designed by isosteric replacement or rigidification of the oxymethylene spacer of compounds 1 and 2. Alkenes 3 and 4 retained the activity against MDA-MB-231 cells and they were more active on HL60, JURKAT and LNCaP cells. Considering LNCaP cells, E-isomer 4 was at least 7 times and about 3 times more potent than lead 1 and Z-isomer 3, respectively. Compound 4 exerted significant activity against LNCaP with IC50 in the low micromolar range (11 μM) without affecting VERO cells and PBMC proliferation (IC50 > 100 μM) indicating its low toxicity to normal cells.

NMR characterization and conformational analysis of a potent papain-family cathepsin L-like cysteine protease inhibitor with different behaviour in polar and apolar media

Rotondo, Archimede,Ettari, Roberta,Zappalà, Maria,De Micheli, Carlo,Rotondo, Enrico

, p. 337 - 343 (2015/01/16)

We recently reported the synthesis, of a potent papain-family cathepsin L-like cysteine protease inhibitor, as new lead compound for the development of new drugs that can be used as antiprotozoal agents. The investigation of its conformational profile is

Effects on polo-like kinase 1 polo-box domain binding affinities of peptides incurred by structural variation at the phosphoamino acid position

Qian, Wenjian,Park, Jung-Eun,Liu, Fa,Lee, Kyung S.,Burke Jr., Terrence R.

, p. 3996 - 4003 (2013/07/27)

Protein-protein interactions (PPIs) mediated by the polo-box domain (PBD) of polo-like kinase 1 (Plk1) serve important roles in cell proliferation. Critical elements in the high affinity recognition of peptides and proteins by PBD are derived from pThr/pS

Development of peptidomimetics with a vinyl sulfone warhead as irreversible falcipain-2 inhibitors

Ettari, Roberta,Nizi, Emanuela,Di Francesco, Maria Emilia,Dude, Marie-Adrienne,Pradel, Gabriele,Vi?ík, Radim,Schirmeister, Tanja,Micale, Nicola,Grasso, Silvana,Zappalà, Maria

, p. 988 - 996 (2008/09/19)

This paper describes the synthesis of a new class of peptidomimetic cysteine protease inhibitors based on a 1,4-benzodiazepine scaffold and on an electrophilic vinyl sulfone moiety. The former was introduced internally to a peptide sequence that mimics th

Novel peptidomimetic cysteine protease inhibitors as potential antimalarial agents

Micale, Nicola,Kozikowski, Alan P.,Ettari, Roberta,Grasso, Silvana,Zappalà, Maria,Jeong, Jong-Jin,Kumar, Ajay,Hanspal, Manjit,Chishti, Athar H.

, p. 3064 - 3067 (2007/10/03)

The synthesis of a new class of peptidomimetics 1a-j, based on a 1,4-benzodiazepine scaffold and on a C-terminal aspartyl aldehyde building block, is described. Compounds 1a-j provided significant inhibitory activity against falcipains 2A and 2B (FP-2A an

Synthesis of C-glycosyl amino acids: Scope and limitations of the tandem Tebbe/Claisen approach

Chambers, David J.,Evans, Graham R.,Fairbanks, Antony J.

, p. 45 - 55 (2007/10/03)

Amino acids may be used as coupling partners for esterification with 3-hydroxy glycals as substrates for the tandem Tebbe/Claisen approach to the synthesis of C-glycosyl amino acids. Whilst esters of substituted α-amino acids do not successfully undergo T

Derivatives of glycinergic r(+)-2-amino-3-hydroxypropanoic acid

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Page/Page column 5, (2008/06/13)

The use of R(+)-2-amino-3-hydroxypropanoic acid derivatives, nitrogen substituted by a (C1-C6)alkyl, (C3-C6)alkenyl, 3-oxo(C5-C6)alkyl, 3-oxo(C4-C6)alken-2-yl, phenyl(

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