117833-99-5

Basic information

• Product Name: (S)-3-BENZYL 4-METHYL 2,2-DIMETHYLOXAZOLIDINE-3,4-DICARBOXYLATE
• Synonyms: (S)-3-BENZYL 4-METHYL 2,2-DIMETHYLOXAZOLIDINE-3,4-DICARBOXYLATE
• CAS NO: 117833-99-5
• Molecular Formula: C₁₅H₁₉NO₅
• Molecular Weight: 293.32
• Mol File: 117833-99-5.mol
• Article Data: 14

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (S)-3-BENZYL 4-METHYL 2,2-DIMETHYLOXAZOLIDINE-3,4-DICARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-3-BENZYL 4-METHYL 2,2-DIMETHYLOXAZOLIDINE-3,4-DICARBOXYLATE(117833-99-5)
• EPA Substance Registry System: (S)-3-BENZYL 4-METHYL 2,2-DIMETHYLOXAZOLIDINE-3,4-DICARBOXYLATE(117833-99-5)

Safety Data

• Hazardous Substances Data: 117833-99-5(Hazardous Substances Data)

Usage

Description

(S)-3-Benzyl 4-methyl 2,2-dimethyloxazolidine-3,4-dicarboxylate is a chemical compound belonging to the oxazolidine class of molecules. It features a benzyl group, a methyl group, and two ester groups, which contribute to its unique structure and functional properties. (S)-3-BENZYL 4-METHYL 2,2-DIMETHYLOXAZOLIDINE-3,4-DICARBOXYLATE is known for its potential applications in the pharmaceutical and agrochemical industries, making it a valuable intermediate in the synthesis of various important chemical compounds. The presence of the oxazolidine ring also suggests potential biological activity, which makes it an interesting target for medicinal chemistry research.

Uses

Used in Pharmaceutical Industry:
(S)-3-Benzyl 4-methyl 2,2-dimethyloxazolidine-3,4-dicarboxylate is used as a building block for the synthesis of various pharmaceutical compounds. Its unique structure and functional groups enable the development of new drugs with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical industry, (S)-3-Benzyl 4-methyl 2,2-dimethyloxazolidine-3,4-dicarboxylate serves as a key intermediate in the production of agrochemicals. Its chemical properties make it suitable for the development of new compounds with potential applications in agriculture, such as pesticides or herbicides.
Used in Medicinal Chemistry Research:
(S)-3-Benzyl 4-methyl 2,2-dimethyloxazolidine-3,4-dicarboxylate is used as a target for medicinal chemistry research due to its potential biological activity. The presence of the oxazolidine ring in the molecule suggests that it may have interesting properties that could be harnessed for the development of new therapeutic agents.

Upstream product

• 56-45-1 L-serin 
• 1676-81-9 N-benzyloxycarbonyl-L-serine methyl ester 
• 77-76-9 2,2-dimethoxy-propane 
• 1145-80-8 N-(benzyloxycarbonyl)-L-serine 
• 501-53-1 benzyl chloroformate 

Downstream Products

• 128466-45-5 (R)-4-hydroxymethyl-2,2-dimethyloxazolidine-3-carboxylic acid benzyl ester 
• 117833-92-8 (4S)-3-benzyloxycarbonyl-2,2-dimethyloxazolidine-4-carbaldehyde 
• 160821-20-5 (4S)-N-benzyloxycarbonyl-4-carbamoyl-2,2-dimethyl-1,3-oxazolidine 
• 174840-02-9 (S)-2,2-dimethyl-4-methoxycarbonyl-1,3-oxazolidine 
• 220280-32-0 N-isopropyl serine methyl ester 
• 505086-79-3 (R,R)-4-[(2,2-dimethyl-4,6-dioxo[1,3]dioxan-5-yl)(1H-indol-3-yl)methyl]-2,2-dimethyl-1,3-oxazolidine-3-carboxylic acid benzyl ester 
• 497084-57-8 N-benzyloxycarbonyl-4(R)-[3'-oxo-(1'E)-hexadecenyl]-2,2-dimethyl-1,3-oxazolidine 
• 497084-70-5 (2R,5R)-2-[(benzyloxycarbonyl)amino]-(3E)-octadecene-1,5-diol 
• 497084-71-6 (2R,5S)-2-[(benzyloxycarbonyl)amino]-(3E)-octadecene-1,5-diol 
• 497084-66-9 N-benzyloxycarbonyl-4(R)-[(3'R)-hydroxy-(1'E)-hexadecenyl]-2,2-dimethyl-1,3-oxazolidine 
• 497084-68-1 N-benzyloxycarbonyl-4(R)-[(3'S)-hydroxy-(1'E)-hexadecenyl]-2,2-dimethyl-1,3-oxazolidine 
• 239789-45-8 benzyl (R)-2,2-dimethyl-4-(2-aza-4-tert-butoxycarbonylamino)butyl-1,3-oxazolidine-3-carboxylate 
• 239789-51-6 (R)-N²-benzyloxycarbonyl-N⁶-tert-butoxycarbonyl-N⁴-propionyl-4-azalysinol 
• 239789-49-2 benzyl (R)-2,2-dimethyl-4-(2-aza-4-tert-butoxycarbonylamino-2-propionyl)butyl-1,3-oxazolidine-3-carboxylate 

Relevant articles and documents

Solution-phase automated synthesis of an α-amino aldehyde as a versatile intermediate

A solution-phase automated synthesis of the versatile synthetic intermediate, Garner's aldehyde, was demonstrated. tert-Butoxycarbonyl (Boc) protection, acetal formation, and reduction of the ester to the corresponding aldehyde were performed utilizing our originally developed automated synthesizer, ChemKonzert. The developed procedure was also useful for the synthesis of Garner's aldehyde analogues possessing fluorenylmethyloxycarbonyl (Fmoc) or benzyloxycarbonyl (Cbz) protection.

Homochiral 4-azalysine building blocks: Syntheses and applications in solid-phase chemistry

Anomalous amino acids not only play central roles as mimics of natural amino acids but also offer opportunities as unique building blocks for combinatorial chemistry. This paper describes the chiral syntheses and solid-phase applications of a versatile atypical amino acid, 4-azalysine (2,6-diamino-4-azahexanoic acid) 1. The syntheses of differentially protected 4-azalysine derivatives 28a-e have been developed by two efficient and inexpensive routes that start either from Garner's aldehyde 16 or the chiron (S)-Nα-Cbz-2,3-diaminopropionic acid 23. Both approaches employ the convergent modular concept and exploit reductive amination of aldehydes with amines as the key step for the fusion of the two segments. In the first route, the overall process inverts the chirality of the starting material, L-serine, and thus provides an excellent route to the unnatural D-isomers. The alternative route starting from L-asparagine provides a shorter and high-yielding route to orthogonally protected 4-azalysine derivatives. The corresponding N2-Fmoc-4-azalysines 31a-e, readily derived from the key intermediate 27, are compatible with the Fmoc-based solid-phase peptide synthesis (SPPS) and solid-phase organic chemistry (SPOC) protocols. Furthermore, the utility and versatility of another key structure, tris-Boc-4-azalysine 2 in the engineering of novel high-loading dendrimeric polystyrene resins 33 and 36, have been demonstrated. Following derivatization with the Rink amide linker 34, the stability and robustness of these resin-bound dendrimers 35 and 37 in the synthesis of small molecules using a range of reaction conditions (e.g., Mitsunobu and Suzuki reactions) have been effectively illustrated.

Stereoselective synthesis of differentially protected derivatives of the higher amino sugars destomic acid and lincosamine from serine and threonine

The aminoheptose destomic acid (3.5) and the aminooctose lincosamine (6.8) were synthesized in protected form by parallel sequences starting from the oxazolidine derivatives 2.4 and 5.1 of N-CBz serinal and N-BOC threoninal. The parallel sequences feature