145679-46-5

Basic information

• Product Name: (2S,4S)-(-)-4-ISOPROPYL-2-P-TOLUENE-4,5-DIHYDRO-(1,2LAMBDA6,3)-OXATHIAZOLE 2-OXIDE
• Synonyms: (2S,4S)-(-)-4-ISOPROPYL-2-P-TOLUENE-4,5-DIHYDRO-(1,2LAMBDA6,3)-OXATHIAZOLE 2-OXIDE;(2S,4S)-4-ISOPROPYL-2-(P-TOLYL)-4,5-DIH&;(2S,4S)-4-ISOPROP-2-P-TOLUENE-4,5-DIHYDRO-LAMBDA(6),3)-OXATHIAZOLE 2-OXIDE,98%;(2s,4s)-4,5-dihydro-4-isopropyl-2-(p-tolyl)-1,2λ4,3-oxathiazole 2-oxide;(2S,4S)-4,5-Dihydro-4-isopropyl-2-(p-tolyl)-1,2λ:4,3-oxathiazole 2-oxide;(2S,4S)-4,5-Dihydro-4-isopropyl-2-(p-tolyl)-1,2λ4,3-oxathiazole2-oxide,98%
• CAS NO: 145679-46-5
• Molecular Formula: C₁₂H₁₇NO₂S
• Molecular Weight: 239.33
• Mol File: 145679-46-5.mol
• Article Data: 2

Chemical Properties

• Melting Point: 82-84 °C(lit.)
• Boiling Point: 336.8°Cat760mmHg
• Flash Point: 157.5°C
• Appearance: /
• Density: 1.19g/cm³
• Vapor Pressure: 0.000214mmHg at 25°C
• Refractive Index: 1.567
• CAS DataBase Reference: (2S,4S)-(-)-4-ISOPROPYL-2-P-TOLUENE-4,5-DIHYDRO-(1,2LAMBDA6,3)-OXATHIAZOLE 2-OXIDE(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,4S)-(-)-4-ISOPROPYL-2-P-TOLUENE-4,5-DIHYDRO-(1,2LAMBDA6,3)-OXATHIAZOLE 2-OXIDE(145679-46-5)
• EPA Substance Registry System: (2S,4S)-(-)-4-ISOPROPYL-2-P-TOLUENE-4,5-DIHYDRO-(1,2LAMBDA6,3)-OXATHIAZOLE 2-OXIDE(145679-46-5)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 145679-46-5(Hazardous Substances Data)

Usage

General Description

(2S,4S)-(-)-4-ISOPROPYL-2-P-TOLUENE-4,5-DIHYDRO-(1,2LAMBDA6,3)-OXATHIAZOLE 2-OXIDE is a chemical compound with the molecular formula C12H17NO2S. It is a chiral oxathiazole derivative with a tetrahydro-2H-1,3-oxazine ring system. (2S,4S)-(-)-4-ISOPROPYL-2-P-TOLUENE-4,5-DIHYDRO-(1,2LAMBDA6,3)-OXATHIAZOLE 2-OXIDE is used in the pharmaceutical industry as a chiral building block for the synthesis of various drugs and biologically active molecules. Its stereochemistry and unique structure make it a valuable intermediate in organic synthesis. Additionally, it can also be used as a ligand in asymmetric catalysis for the production of enantiomerically pure compounds.

InChI:InChI=1/C12H17NO2S/c1-9(2)12-8-15-16(14,13-12)11-6-4-10(3)5-7-11/h4-7,9,12H,8H2,1-3H3/t12-,16+/m1/s1

Upstream product

• 145624-61-9 4-Methyl-benzenesulfinic acid ((S)-2-methyl-1-trimethylsilanyloxymethyl-propyl)-amide 
• 92686-82-3 (S)-O-trimethylsilyl-valinol 
• 10439-23-3 4-methylbenzenesulfinyl chloride 

Downstream Products

• 219321-39-8 CH₃C₆H₄S(O)CH₂CHCH₂NCH(CH(CH₃)2)CH₂OSi(CH₃)3 
• 145624-69-7 C₁₆H₂₅NO₂S 
• 145624-69-7 C₁₆H₂₅NO₂S 
• 145624-67-5 C₁₇H₂₇NO₂S 
• 145624-68-6 C₁₅H₂₃NO₂S 
• 145624-71-1 C₁₅H₂₃NO₂S 
• 219321-40-1 C₁₉H₃₃NO₂SSi 
• 145624-64-2 C₁₃H₂₁NO₂S 

Relevant articles and documents

Cyclic sulfonimidates by dynamic diastereomer-differentiating cyclisation: Large-scale synthesis and mechanistic studies

A dynamic diastereomer differentiating cyclisation is the key step in a new large-scale synthesis of both enantiomers of the cyclic sulfonimidates 1 (Aldrich no. 54099-4) and ent-1 (Aldrich no. 54412-4). These are valuable starting materials in the asymmetric synthesis of chiral oxa- and azaheterocyclic compounds. NMR spectroscopic studies on the reacting system reveal N-chloro sulfinamides to be reactive intermediates in the oxidative chlorination of sulfinamides with tert-butyl hypochlorite and allow for the inspection of the configurational behaviour of the involved sulfonimidoyl chlorides and sulfonimidoyl bromides.