Konuki, Kaname published the artcileEnantiomeric purity enrichment of (R)-tetrahydrothiophene-3-ol sulfonyl derivatives by crystallization, Synthetic Route of 21286-54-4, the publication is Tetrahedron: Asymmetry (2014), 25(24), 1581-1589, database is CAplus.
(R)-Tetrahydrothiophen-3-yl sulfonates I [R = R1SO2; R1 = 4-MeC6H4, Me, i-Pr, Bu, Ph, PhCH2, 4-MeOC6H4, 4-ClC6H4, 2,4,6-Me3C6H2, 4-AcNHC6H4, 2,5-(MeO)2C6H3, 3,4-(MeO)2C6H3, 1-naphthyl, 2-naphthyl, 5-dimethylamino-1-naphthyl, (+)-10-camphyl, (-)-10-camphyl] were prepared in 68-74% ee from the corresponding nonracemic alc. I (R = H) and sulfonyl chlorides R1SO2Cl for recrystallization to increase the enantiomeric purities without using seed crystals. The improvement in enantiopurity on recrystallization depended on the identity of the sulfonate group. I (R = Ph, Me, i-Pr, Bu) did not form crystals under appropriate conditions; in most of the remaining cases, the enantiopurity of the sulfonates isolated from the mother liquor were higher than those of the original sulfonates, while recrystallization of I (R = H, 5-dimethylamino-1-naphthalenesulfonyl) yielded crystals of higher enantiopurities than the starting materials. In particular, crystallization of the diastereomeric camphorsulfonates I [R = (+)-10-camphorsulfonyl, (-)-10-camphorsulfonyl] yielded mother liquors in which the sulfonates were isolated in 100% de and 95% de, resp.
Tetrahedron: Asymmetry published new progress about 21286-54-4. 21286-54-4 belongs to chlorides-buliding-blocks, auxiliary class Chiral,Chloride,Sulfonyl chlorides,Aliphatic cyclic hydrocarbon,Ketone, name is ((1S,4R)-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonyl chloride, and the molecular formula is C10H15ClO3S, Synthetic Route of 21286-54-4.
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