(2R,4R)-(+)-4-ISOPROPYL-2-P-TOLUENE-4,5-DIHYDRO-(1,2LAMBDA6,3)-OXATHIAZOLE 2-OXIDE

Base Information

• Chemical Name: (2R,4R)-(+)-4-ISOPROPYL-2-P-TOLUENE-4,5-DIHYDRO-(1,2LAMBDA6,3)-OXATHIAZOLE 2-OXIDE
• CAS No.: 170900-87-5
• Molecular Formula: C12H17NO2S
• Molecular Weight: 239.33
• Mol file: 170900-87-5.mol

Synonyms:(2R,4R)-(+)-4-ISOPROPYL-2-P-TOLUENE-4,5-DIHYDRO-(1,2LAMBDA6,3)-OXATHIAZOLE 2-OXIDE;(2R,4R)-4-ISOPROPYL-2-P-TOLUENE-4,5-DIHYDR O-(1,2LAM(6),3)-OXATHIAZOLE 2-OXIDE98;(2R,4R)-(+)-4-ISOPROPYL-2-(P-TOLYL)-4,5&;(2r,4r)-(+)-4,5-dihydro-4-isopropyl-2-(p-tolyl)-1,2λ4,3-oxathiazole 2-oxide;(2R,4R)-(+)-4,5-Dihydro-4-isopropyl-2-(p-tolyl)-1,2λ:4,3-oxathiazole 2-oxide

Chemical Property of (2R,4R)-(+)-4-ISOPROPYL-2-P-TOLUENE-4,5-DIHYDRO-(1,2LAMBDA6,3)-OXATHIAZOLE 2-OXIDE

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 82-86 °C(lit.)
• Boiling Point: 336.764°C at 760 mmHg
• Flash Point: 157.47°C
• PSA: 47.04000
• Density: 1.194g/cm³
• LogP: 3.09300

Purity/Quality:

99% ，98% ^*data from raw suppliers

(2R,4R)-(+)-4,5-Dihydro-4-isopropyl-2-(p-tolyl)-1,2λ4,3-oxathiazole 2-oxide 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (2R,4R)-(+)-4,5-Dihydro-4-isopropyl-2-(p-tolyl)-1,2λ4,3-oxathiazole 2-oxide can be used as a precursor for the preparation of alkyl- and 2 alkenyl sulfoximines by reacting with corresponding Grignard reagents. These sulfoximines may also be used as asymmetric d3 building blocks.

Technology Process of (2R,4R)-(+)-4-ISOPROPYL-2-P-TOLUENE-4,5-DIHYDRO-(1,2LAMBDA6,3)-OXATHIAZOLE 2-OXIDE

There total 1 articles about (2R,4R)-(+)-4-ISOPROPYL-2-P-TOLUENE-4,5-DIHYDRO-(1,2LAMBDA6,3)-OXATHIAZOLE 2-OXIDE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

C12H18ClNO2S → (2S,4R)-4-Isopropyl-2-p-tolyl-4H,5H-2λ4-[1,2,3]oxathiazole 2-oxide (170900-87-5)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; at -78 ℃; Yield given;

DOI:10.1016/00404-0399(50)1195N-

Reference yield:

(2S,4R)-4-Isopropyl-2-p-tolyl-4H,5H-2λ4-[1,2,3]oxathiazole 2-oxide (170900-87-5) → C29H51NO3SSi

Guidance literature:

Multi-step reaction with 4 steps

1: tetrahydrofuran; diethyl ether / -78 °C

2: EtMe₂N, DMAP / CH₂Cl₂ / 18 h

3: 1.) n-BuLi, 3.) trimethylsilyl triflate, 4.) n-BuLi

4: 1.) n-BuLi, 2.) ClTi(OiPr)3, 4.) aq. (NH₄)2CO₃

With triisopropoxytitanium(IV) chloride; dmap; n-butyllithium; N,N-dimethyl-ethanamine; trimethylsilyl trifluoromethanesulfonate; ammonium carbonate; In tetrahydrofuran; diethyl ether; dichloromethane;

DOI:10.1021/ja9530735

Reference yield:

(2S,4R)-4-Isopropyl-2-p-tolyl-4H,5H-2λ4-[1,2,3]oxathiazole 2-oxide (170900-87-5) → (+)-(SS)-N(1R)-N-[1-((tert-butyldimethylsilyl)oxy)-methyl-2-methylpropyl]-S-methyl-S-(4-methylphenyl)sulfoximide (177796-04-2)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran; diethyl ether / -78 °C

2: EtMe₂N, DMAP / CH₂Cl₂ / 18 h

With dmap; N,N-dimethyl-ethanamine; In tetrahydrofuran; diethyl ether; dichloromethane;

DOI:10.1021/ja9530735

Downstream raw materials:

(+)-(S_S)-N(1R)-N-[1-((tert-butyldimethylsilyl)oxy)-methyl-2-methylpropyl]-S-methyl-S-(4-methylphenyl)sulfoximide

(+)-(S_S)-N(1R)-N-[1-((tert-butyldimethylsilyl)oxy)methyl-2-methylpropyl]-S-(cyclopent-1-en-1-ylmethyl)-S-(4-methylphenyl)sulfoximide

(+)-(S_S,N(1R))-N-(1-{[(tert-butyldimethylsilyl)oxy]methyl}-2-methylpropyl)-S-(cyclohex-1-en-1-ylmethyl)-S-(4-methylphenyl)sulfoximine