ChemicalBook CAS DataBase List (S)-(-)-2-Methyl-2-propanesulfinamide

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

5synthesis methods

Product Name:(S)-(-)-2-Methyl-2-propanesulfinamide
CAS Number:343338-28-3
Molecular formula:C4H11NOS
Molecular Weight:121.2

60011-16-7 Synthesis

60011-16-7
75 suppliers
$41.00/250mg

343338-28-3
374 suppliers
$4.00/1g

Yield:343338-28-3 75%

Reaction Conditions:

with ammonia;n-hexyllithium at -60 - 0; for 1 h;

Steps:

2.3 Example 2

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, 96.5% 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 75%, HPLC: 99.7%, 99.4% ee.

References:

CN106478471,2017,A Location in patent:Paragraph 0018; 0019