1206227-46-4

Basic information

• Product Name: (4S)-4-iso-propyl-1,2,3-oxathiazolidine-3-carboxylic acid 1,1-dimethylethyl ester 2,2-dioxide
• Synonyms: (4S)-4-iso-propyl-1,2,3-oxathiazolidine-3-carboxylic acid 1,1-dimethylethyl ester 2,2-dioxide
• CAS NO: 1206227-46-4
• Molecular Weight: 265.331
• Mol File: 1206227-46-4.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: (4S)-4-iso-propyl-1,2,3-oxathiazolidine-3-carboxylic acid 1,1-dimethylethyl ester 2,2-dioxide(CAS DataBase Reference)
• NIST Chemistry Reference: (4S)-4-iso-propyl-1,2,3-oxathiazolidine-3-carboxylic acid 1,1-dimethylethyl ester 2,2-dioxide(1206227-46-4)
• EPA Substance Registry System: (4S)-4-iso-propyl-1,2,3-oxathiazolidine-3-carboxylic acid 1,1-dimethylethyl ester 2,2-dioxide(1206227-46-4)

Safety Data

• Hazardous Substances Data: 1206227-46-4(Hazardous Substances Data)

Usage

General Description

The chemical, "(4S)-4-iso-propyl-1,2,3-oxathiazolidine-3-carboxylic acid 1,1-dimethylethyl ester 2,2-dioxide," is a compound consisting of an oxathiazolidine ring with a carboxylic acid and ester functional group. The "4S" designation indicates that the stereochemistry at the fourth carbon is in the S configuration. The "iso-propyl" group is attached to the fourth carbon, and the "1,1-dimethylethyl" ester group is attached to the carboxylic acid. The "2,2-dioxide" indicates the presence of two oxygen atoms attached to the second carbon. This chemical may have various applications, including in pharmaceuticals, agriculture, and research. Its specific properties and potential uses would depend on factors such as its reactivity, stability, and toxicity.

Upstream product

• 72-18-4 L-valine 
• 79069-14-0 (S)-2-<(tert-butoxycarbonyl)amino>-3-methylbutan-1-ol 
• 24424-99-5 di-tert-butyl dicarbonate 
• 2026-48-4 (S)-valinol 

Downstream Products

• 146476-35-9 (1S)-[1-[(diphenylphosphino)methyl]-2-methylpropyl]carbamic acid 1,1-dimethylethyl ester 
• 146476-37-1 (2S)-1-(diphenylphosphino)-3-methylbutan-2-amine 

Relevant articles and documents

A new family of 1,2,3-oxathiazolidine-2,2-dioxide phosphonate derivatives: Synthesis, characterization and anticancer evaluation

An efficient synthesis of a new series of organophosphorus compounds having a cyclic sulfamidates moiety is described. The cyclic sulfamidate precursors were prepared from α-amino acids after four steps (Reduction, N-Boc protection, cyclization and cleavage). The novel organophosphonates were synthesized within two steps starting from the cyclic sulfamidate (chloroacetylation following by phosphorylation via Arbuzov reaction). A particular compound 7-a (diethyl phosphonate {2-[(4S)-4-benzyl-1,2,3-oxathiazolidin-3-yl-2,2-dioxyde]-2-oxoethyl}) was essayed for their in vitro cytotoxic activities against a panel of four cell lines (Jurkat, K562, U266, and A431). For all of these cells, the synthesized compound showed low cytotoxicity, even at high concentration levels (4?mM).

Tunable Bifunctional Phosphine-Squaramide Promoted Morita-Baylis-Hillman Reaction of N-Alkyl Isatins with Acrylates

A series of highly tunable bifunctional phosphine-squaramide H-bond donor organocatalysts 6 has been synthesized from inexpensive and commercially available β-amino alcohols in moderate yields. Catalyst 6 can efficiently promote the asymmetric Morita-Baylis-Hillman (MBH) reaction of N-alkyl isatins with acrylate esters providing the chiral 3-substituted 3-hydroxy-2-oxindoles in good yields and enantioselectivities (up to 93 yield and 95 ee), in which the challenging substrate tert-butyl acrylate 9d, provided the best ee value to date. Moreover, this methodology was applied successfully in the synthesis of chiral cyclic spiropyrrolizidineoxindole and γ-butyrolactone derivatives without enantioselectivity deterioration. The possible mechanism of this MBH reaction was also investigated by 31PNMR, ESI-MS and KIE studies. The KIE experiments show that the electrophilic addition of N-methyl isatin to the complex of acrylate ester and phophine-squaramide is the rate-determing step of the asymmetric MBH reaction.