ChemicalBook CAS DataBase List (R)-(+)-2-Methyl-2-propanesulfinamide

(R)-(+)-2-Methyl-2-propanesulfinamide synthesis

7synthesis methods

Product Name:(R)-(+)-2-Methyl-2-propanesulfinamide
CAS Number:196929-78-9
Molecular formula:C4H11NOS
Molecular Weight:121.2

Acetic acid (70 g), R-tert-butylsulfinylhydrazine (42 g), zinc powder (60.5 g) and dichloromethane (150 mL) were added to the reaction flask. The temperature was slowly heated to 35-42 °C . After 16 hours, the filtrate was poured into 70 mL water. Dichloromethane (75 g×5) was added for extraction. Collected the organic phase, added 48% NaOH to adjust ρΗ (7-8). Then added NaCl, the layers were separated and the organic phase was washed with 15 g saturated aqueous solution of sodium chloride. The solution was dried over magnesium sulfate. After filterED, filtrate was concentrated under reduced pressure at 25-30 °C until no slipping. N-heptane was replaced, 28 g mixed solvent of N-heptane and toluene (N-heptane: toluene = 6:1) were added to perform beating at low temperature, filtered to obtain (R)-(+)-2-Methyl-2-propanesulfinamide. Yield=83%
(R)-( )-2-Methyl-2-propanesulfinamide

67734-35-4 Synthesis

67734-35-4
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$45.00/50mg

196929-78-9
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$4.00/1g

Yield:196929-78-9 79%

Reaction Conditions:

with n-butyllithium;ammonia at -50 - 0; for 1 h;Temperature;Concentration;Solvent;

Steps:

3.3 Example 3

3rd step, in the reaction bottle, adding 150 ml cyclopentyl methyl ether, temperature control -50 °C to -70 °C, access liquid ammonia (30.3 g, 1.78 mole) is added drop 2.5M n-BuLi 396 ml (0.99 mol), during the dropping solution white solid, thermal insulation reaction 0.5 hours. Then drop into the (R)- tert butyl sulfonyl butyl Asia thioester (160.9g, 0 . 83 μM, 96.2% ee) and 2 - chloro propane (86.4g, 1.1 μM) dissolved in the cyclopentyl methyl ether solution (by the 2nd step the obtained product solution cooled to 0 °C, adding 2 - chloro propane mix), the completion of the dropping, thermal insulation stirring reaction for 1 hour, detecting the end of the reaction. After the reaction solution to dryness under reduced pressure, added 1500 ml methyl tert-butyl ether after, diatomaceous earth filter, steaming and solvent, 140 ml cyclohexane -10 °C to 0 °C beating to obtain fine acicular crystal of (R)- tert butyl Asia sulfonamide 79.5 g, yield 79%, HPLC: 99.1%, 99.8% ee.

References:

CN106478471,2017,A Location in patent:Paragraph 0016; 0017; 0020; 0021