(2S)-3-[(1,1-Dimethylethyl)amino]-1,2-propanediol

white flakes or powder

General procedure: To a solution of racemic acid 1 (5.68 mg, 0.04 mmol, 1 equiv) in IPA (0.2 mL, 0.2 M) was added the chiral base (0.04 mmol, 1 equiv as a 0.2 M stock solution in IPA). The resulting mixture was heated at 70 C for 15 min to solubilize all the solids, and then allowed to cool naturally to ambient temperature with stirring overnight. Overall, 23 precipitates were obtained from the 80 combinations. The enantiomeric excess of the solid precipitate and the liquor for each reaction was analyzed by SFC.b. 22 g of a. 30 g of (R)-glyceraldehyde, 36 cc of tert. butylamine in 800 cc of ethanol are hydrogenated over 8 g of 10 % palladium/carbon with H2 for 4 hours, the catalyst is filtered off and the solution is concentrated. (S)-1-tert.butylamino-2, 3-dihydroxy-propane is obtained from ethyl acetate/ether (2:1) in the form of crystals having a M.P. of 76-81. [alpha] 20546 = -11.8 (c = 2.0; methanol).

Molecular Weight:147.22
XLogP3:-0.5
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:4
Exact Mass:147.125928785
Monoisotopic Mass:147.125928785
Topological Polar Surface Area:52.5
Heavy Atom Count:10
Complexity:88.1
Defined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes