HCID 13653855, compound → HCID 23321717, compound

Participants

Reaction Conditions

Reaction Steps

A chilled solution of 4.12 g of the 6-(carboxymethylthio)hexanoic acid of Example 1(a) in 130 ml MeOH was mixed with a chilled solution of 4.28 g sodium meta-periodate in 320 ml water. The mixture was maintained at about 5° C. for two days, after which it was diluted with two volumes of cold acetonitrile. Solid sodium iodate was removed by filtration and the filtrate was concentrated to an oily residue under reduced pressure. The oil was characterized by NMR and was not further purified. NMR (in Unisol-D): 10.2-10.5 (S, 2, COOH), 3.6-3.8 (S, 2, S(O)--CH2 --COOH), 2.7-3.1 (M, 2, --CH2 --S(O), 2.1-2.5 (M, 2, --CH2 --COOH), 1.4-1.9 (M, 6, --CH2 --) (also a small peak at=4.0 indicating some sulfone present).

Provenance & Evidence