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(2R,4S)-3-(tert-butoxycarbonyl)-2-tert-butyl-4-methyloxazolidine-4-carboxylic acid is a complex carboxylic acid compound with a 2-tert-butyl-4-methyloxazolidine-4-carboxylic acid core and a tert-butoxycarbonyl substituent at the 3-position. It is utilized in various fields of organic synthesis and medicinal chemistry due to its unique molecular structure and functional groups.

1179522-58-7

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1179522-58-7 Usage

Uses

Used in Organic Synthesis:
(2R,4S)-3-(tert-butoxycarbonyl)-2-tert-butyl-4-methyloxazolidine-4-carboxylic acid is used as a building block in organic synthesis for the creation of complex organic molecules. Its specific stereochemistry and functional groups allow for precise control over the reactions and the formation of desired products.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, (2R,4S)-3-(tert-butoxycarbonyl)-2-tert-butyl-4-methyloxazolidine-4-carboxylic acid is used as a key intermediate in the synthesis of pharmaceutical compounds. Its unique structure and reactivity contribute to the development of new drugs with potential therapeutic applications.
Used in Pharmaceutical Industry:
(2R,4S)-3-(tert-butoxycarbonyl)-2-tert-butyl-4-methyloxazolidine-4-carboxylic acid is used as a chiral auxiliary in the pharmaceutical industry to facilitate the synthesis of enantiomerically pure compounds. Its stereochemistry aids in controlling the selectivity of reactions, leading to the production of single enantiomers with desired biological activities.
Used in Research and Development:
(2R,4S)-3-(tert-butoxycarbonyl)-2-tert-butyl-4-methyloxazolidine-4-carboxylic acid is also utilized in research and development settings for studying reaction mechanisms, exploring new synthetic routes, and discovering novel applications in various chemical and biological processes. Its complex structure provides a platform for understanding and optimizing reactions in organic and medicinal chemistry.

Check Digit Verification of cas no

The CAS Registry Mumber 1179522-58-7 includes 10 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 7 digits, 1,1,7,9,5,2 and 2 respectively; the second part has 2 digits, 5 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 1179522-58:
(9*1)+(8*1)+(7*7)+(6*9)+(5*5)+(4*2)+(3*2)+(2*5)+(1*8)=177
177 % 10 = 7
So 1179522-58-7 is a valid CAS Registry Number.

1179522-58-7Upstream product

1179522-58-7Relevant academic research and scientific papers

Synthesis of cytimidine through a one-pot copper-mediated amidation cascade

Serrano, Catherine M.,Looper, Ryan E.

supporting information; experimental part, p. 5000 - 5003 (2011/11/13)

A concise synthesis of cytimidine was developed utilizing tandem Cu-mediated N-aryl amidations followed by global deprotection. This sequence exploits a regioselective coupling of an iodobenzamide with a halopyrimidine that allows the union of three fragments in a single synthetic manipulation and will permit the efficient and rapid diversification of the cytimidine core.

Complementary syntheses of N,O-protected-(S)-2-methylserine on a multikilogram scale

Anson, Michael S.,Clark, Hugh F.,Evans, Paul,Fox, Martin E.,Graham, Jonathan P.,Griffiths, Natalie N.,Meek, Graham,Ramsden, James A.,Roberts, Alastair J.,Simmonds, Shaun,Walker, Matthew D.,Willets, Matthew

experimental part, p. 389 - 397 (2012/02/02)

Two complementary and scalable approaches have been used to manufacture multikilogram quantities of N,O-protected-(S)-2-methylserine. The first approach uses a diastereomeric salt resolution of 2-methylserine methyl ester as the (1S)-(+)-camphorsulfonate salt, and was used to rapidly access 15 kg of (S)-3-tert-butoxycarbonyl-2,2,4-trimethyl-1,3-oxazolidine-4-carboxylic acid with >99% ee. The second approach involves a stereoselective enolate methylation of a chiral cyclic l-serine derivative under cryogenic conditions. The four-step telescoped process, starting from l-serine methyl ester, was used to manufacture 20 kg of (2R,4S)-2-tert-butyl-3-tert-butoxycarbonyl-4-methyl-1,3- oxazolidine-4-carboxylic acid in 52% overall yield and 98% ee. The advantages and disadvantages for scale-up of both approaches are discussed.

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