108149-62-8

Basic information

• Product Name: (4S,5R)-4-ForMyl-2,2,5-triMethyl-3-oxazolidinecarboxylic Acid 1,1-DiMethylethyl Ester
• Synonyms: (4S,5R)-4-ForMyl-2,2,5-triMethyl-3-oxazolidinecarboxylic Acid 1,1-DiMethylethyl Ester
• CAS NO: 108149-62-8
• Molecular Formula: C₁₂H₂₁NO₄
• Molecular Weight: 243.29944
• Product Categories: Miscellaneous Reagents
• Mol File: 108149-62-8.mol
• Article Data: 17

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (4S,5R)-4-ForMyl-2,2,5-triMethyl-3-oxazolidinecarboxylic Acid 1,1-DiMethylethyl Ester(CAS DataBase Reference)
• NIST Chemistry Reference: (4S,5R)-4-ForMyl-2,2,5-triMethyl-3-oxazolidinecarboxylic Acid 1,1-DiMethylethyl Ester(108149-62-8)
• EPA Substance Registry System: (4S,5R)-4-ForMyl-2,2,5-triMethyl-3-oxazolidinecarboxylic Acid 1,1-DiMethylethyl Ester(108149-62-8)

Safety Data

• Hazardous Substances Data: 108149-62-8(Hazardous Substances Data)

Usage

Description

(4S,5R)-4-ForMyl-2,2,5-triMethyl-3-oxazolidinecarboxylic Acid 1,1-DiMethylethyl Ester, also known as tert-Butyl (4S,5R)-4-formyl-2,2,5-trimethyl-1,3-oxazolidine-3-carboxylate, is a versatile organic compound with a unique molecular structure. It is characterized by its chiral centers at the 4S and 5R positions, which contribute to its stereoselective properties. (4S,5R)-4-ForMyl-2,2,5-triMethyl-3-oxazolidinecarboxylic Acid 1,1-DiMethylethyl Ester is widely utilized in the synthesis of various complex molecules, particularly in the pharmaceutical and chemical industries.

Uses

Used in Pharmaceutical Industry:
(4S,5R)-4-ForMyl-2,2,5-triMethyl-3-oxazolidinecarboxylic Acid 1,1-DiMethylethyl Ester is used as a key intermediate in the stereoselective synthesis of (E)-alkene dipeptide isoteres. Its unique structure allows for the creation of complex molecular architectures with high selectivity, which is crucial for the development of new drugs with improved efficacy and reduced side effects.
Used in Chemical Industry:
(4S,5R)-4-ForMyl-2,2,5-triMethyl-3-oxazolidinecarboxylic Acid 1,1-DiMethylethyl Ester is used as a building block in the synthesis of amino sugars and sphingosines. Amino sugars are essential components of various biological molecules, such as glycoproteins and glycolipids, which play vital roles in cellular recognition, signaling, and immune responses. Sphingosines are important components of cell membranes and are involved in various cellular processes, including cell growth, differentiation, and apoptosis. The use of this compound in their synthesis enables the development of novel bioactive molecules with potential applications in the treatment of various diseases.

Upstream product

• 2592-18-9 Boc-Thr-OH 
• 2592-18-9 N-(t-Butyloxycarbonyl)-L-threonine 
• 24424-99-5 di-tert-butyl dicarbonate 
• 60538-19-4 N-(tert-butoxycarbonyl)-l-threonine methyl ester 
• 157336-86-2 1,1-dimethylethyl (4R-trans)-4-hydroxymethyl-2,2,5-trimethyl-3-oxazolidine carboxylate 
• 108149-61-7 3-(tert-butyl) 4-methyl (4S,5R)-2,2,5-trimethyloxazolidine-3,4-dicarboxylate 

Downstream Products

• 299409-53-3 (Z)-N-{[(4S,5R)-3-(tert-butoxycarbonyl)-2,2,5-trimethyl-1,3-oxazolidin-4-yl]methylidene}benzylamine N-oxide 
• 1610530-13-6 tert-butyl (4S,5R)-4-{(1R,2S)-2-fluoro-1-hydroxy-3-[(4S,5R)-4-methyl-2-oxo-5-phenyloxazolidin-3-yl]-3-oxopropyl}-2,2,5-trimethyloxazolidine-3-carboxylate 
• 1610530-09-0 tert-butyl (4R,5R)-4-{(1R,2S)-2-fluoro-1-hydroxy-3-[(4S,5R)-4-methyl-2-oxo-5-phenyloxazolidin-3-yl]-3-oxopropyl}-2,2,5-trimethyloxazolidine-3-carboxylate 
• 144492-53-5 (4R,5R)-4-[(2R,3S)-3-Benzyloxy-1-(4-methoxy-phenyl)-4-oxo-azetidin-2-yl]-2,2,5-trimethyl-oxazolidine-3-carboxylic acid tert-butyl ester 
• 144492-50-2 (4R,5R)-4-[(2R,3S)-3-Acetoxy-1-(4-methoxy-phenyl)-4-oxo-azetidin-2-yl]-2,2,5-trimethyl-oxazolidine-3-carboxylic acid tert-butyl ester 
• 144492-45-5 (4R,5R)-4-[(E)-Benzylimino-methyl]-2,2,5-trimethyl-oxazolidine-3-carboxylic acid tert-butyl ester 
• 144512-26-5 (4R,5R)-4-{[(E)-4-Methoxy-phenylimino]-methyl}-2,2,5-trimethyl-oxazolidine-3-carboxylic acid tert-butyl ester 
• 263881-11-4 {(2R,3R,5S,6S)-2,5-Dimethyl-6-[(E)-3-methyl-4-(toluene-4-sulfonyl)-but-2-enyl]-tetrahydro-pyran-3-yl}-carbamic acid tert-butyl ester 

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