ChemicalBook Product Catalog Organic Chemistry Carboxylic acids and derivatives Cyclic carboxylic acids (1S,2R,5S)-(+)-MENTHYL (R)-P-TOLUENESULFINATE

(1S,2R,5S)-(+)-MENTHYL (R)-P-TOLUENESULFINATE

(1S,2R,5S)-(+)-MENTHYL (R)-P-TOLUENESULFINATE Basic information
Product Name:(1S,2R,5S)-(+)-MENTHYL (R)-P-TOLUENESULFINATE
Synonyms:(1S,2R,5S)-(+)-MENTHYL (R)-P-TOLUENESULFINATE;(1S,2R,5S)-MENTHYL (R)-P-TOLUENESULFINATE;(+)-(1S)-MENTHYL (R)-TOLUENE-4-SULFINATE;(+)-(1S)-Menthyl (R)-p-toluenesulfinate;(R)-(5S)-2-Isopropyl-5-methylcyclohexyl 4-methylbenzenesulfinate;(R)-(+)-MENTHYL P-TOLUENESULFINATE;(R)-(+)-P-TOLUENESULFINIC ACID D-MENTHYL ESTER;p-Toluenesulfinic acid (1R)-5β-methyl-2β-isopropylcyclohexan-1β-yl ester
CAS:91796-57-5
MF:C17H26O2S
MW:294.45
EINECS:
Product Categories:chiral;Asymmetric Synthesis;Biochemistry;Monocyclic Monoterpenes;Synthetic Organic Chemistry;Terpenes
Mol File:91796-57-5.mol
(1S,2R,5S)-(+)-MENTHYL (R)-P-TOLUENESULFINATE Structure
(1S,2R,5S)-(+)-MENTHYL (R)-P-TOLUENESULFINATE Chemical Properties
Melting point 104-106 °C(lit.)
Boiling point 402.3±38.0 °C(Predicted)
density 1.08±0.1 g/cm3(Predicted)
refractive index 200 ° (C=2, Acetone)
storage temp. 2-8°C
form powder to crystal
color White to Almost white
optical activity[α]20/D +200°, c = 2 in acetone
BRN 4907352
CAS DataBase Reference91796-57-5(CAS DataBase Reference)
Safety Information
Safety Statements 22-24/25
WGK Germany 3
HS Code 2930.90.2900
MSDS Information
ProviderLanguage
SigmaAldrich English
(1S,2R,5S)-(+)-MENTHYL (R)-P-TOLUENESULFINATE Usage And Synthesis
Chemical Propertieswhite to light yellow crystal powde
Uses(1S,2R,5S)-(+)-Menthyl (R)-p-Toluenesulfinate is used as a reactant in the stereoselective synthesis of pyrazole derivatives using tert-butansulfonamide as a chiral auxiliary.
Uses(1S,2R,5S)-(+)-Menthyl (R)-p-toluenesulfinate can be used:
  • As a chiral electrophile in the synthesis of fluorescent triazolopyridine ligands.
  • To prepare various sulfinimines, which are further used in the synthesis of α-aminophosphonic acids by reacting with borane complexes.
  • In one of the key synthetic steps for the synthesis of (S)-(+)-ethyl β-amino-3-pyridinepropanoate, a component of an antiplatelet agent.

(1S,2R,5S)-(+)-MENTHYL (R)-P-TOLUENESULFINATE Preparation Products And Raw materials
Methyl p-toluenesulfonate P-TOLUENESULFINIC ACID p-Toluenesulfonic acid (1S,2R,5S)-(+)-MENTHYL (R)-P-TOLUENESULFINATE (1R,2S,5R)-(-)-MENTHYL (S)-P-TOLUENESULFINATE 11-ALPHA-HYDROXYPROGESTERONE TOSYLATE
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