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Home > Encyclopedia > (S)-(-)-2-Methyl-2-propanesulfinamide

(S)-(-)-2-Methyl-2-propanesulfinamide

(S)-(-)-2-Methyl-2-propanesulfinamide structure

(S)-(-)-2-Methyl-2-propanesulfinamide 

structure
  • CAS No:

    343338-28-3

  • Formula:

    C4H11NOS

  • Chemical Name:

    (S)-(-)-2-Methyl-2-propanesulfinamide

  • Synonyms:

    (S)-(-)-T-BUTYLSULFINAMIDE;TERT-BUTYL SULFINAMIDE;(S)-(-)-t-Butylmethylsulfinamide,min.97%;(S)-(-)-tert-Butyl sulphinamide 98%;(S)-(-)-t-Butyl sulfinamide, 98% ee;(S)-TERT-BUTANESULFINAMIDE / (S)-(-)-2-METHYL-2-PROPANESULFINAMIDE;(S)-(-)-2-METHYL-2-PROPANESULFINAMIDE,98.5+%;(S)-(-)-2-Methyl-2-propanesulfinamide

  • Categories:

    Active Pharmaceutical Ingredients  >  Synthetic Anti-infective Drugs

Description

white to light yellow crystal powde

(S)-(-)-2-Methyl-2-propanesulfinamide Basic Attributes

121.2

121.056137

1806241-263-5

2930909090

Characteristics

62.3

0

White Crystalline Powder

1.124

97-101 °C(lit.)

220°C at 760 mmHg

86.8±22.6 °C

1.523

Keep Cold

-4.5 º (c=1, CHCl3)

Safety Information

3

11-19-36/37-40

16-26-36/37-24/25

Xi,Xn,F

store cold

P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, P501

H302

(S)-(-)-2-Methyl-2-propanesulfinamide Use and Manufacturing

Methods of Manufacturing

In the third step, 120 mL of diethoxymethane was added to the reaction flask, and the temperature was controlled between -60 °C and -70 °C. Liquid ammonia (23.8 g, 1.40 mol) was added dropwise to 2.6 mL of 2.3M n-hexyllithium (0.96). Molar), the solution appeared during the process of white solids, incubation reaction 0.5 hours. Then (S)-tert-butylsulfinyl tert-butyl thioester (169.8 g, 0.87 mol, 96.5percent ee) and ethyl chloride (80.4 g, 1.25 mol) were added dropwise to the diethoxymethane solution (by The product solution obtained in the second step was cooled to 0° C. and mixed with ethyl chloride). After the dropwise addition was completed, the reaction was incubated for 1 hour while the reaction was stirred and the reaction was completed. After the reaction solution was evaporated to dryness under reduced pressure, 1400 mL of methyl tert-butyl ether was added, filtered through celite, and the solvent was evaporated. 135 mL of n-heptane was slurried between -10°C and 0°C to obtain fine needle crystals. (3)-tert-butyl Sulfonamide 79.1 g, yield 75percent, HPLC: 99.7percent, 99.4percent ee.

Uses

It is also employed as a reagent for synthesizing chiral amines.

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