Water → HCID 13823431, compound

Participants

Reaction Steps

A mixture of 1.0g (0.0027 mol) of (-)-β-[(2-amino-1-naphthalenyl)thio]-α-hydroxy-4-methoxybenzenepropanoic acid and 0.1 g of p-toluenesulfonic acid in 50 ml of xylene was stirred and heated at reflux for 1.5 hours using a Dean-Stark water strap. After cooling the crystals were collected to provide 0.80 g (80%) of [2R-(2α,3α)] 2,3-dihydro-3-hydroxy-2-(4-methoxyphenyl)naphtho[1,2-b] [1.4]thiazepin-4(5H)-one, mp 238-239°, [α]D 25 -22.97° (C 0.51, acetone).

Provenance & Evidence