methyl 1,3-thiazolidine-4-carboxylate

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Hydrogen chloride gas was bubbled through a suspension of L-thioproline (990 mg, 7.55 mmol) in MeOH (30 mL) cooled at 0° C. for 5 min. The resulting clear solution was stirred at RT for 2 h, then concentrated carefully under reduced pressure. The obtained residue was dried in vacuo overnight to give a white solid, which was dissolved in MeOH (30 mL) and treated with Diaion® WA21J resin (6 g). The resulting suspension was stirred at RT for 30 min, then filtered. The filtrate was concentrated carefully under reduced pressure and the oily residue stripped with toluene (2×) to give a colorless oil. concentrated carefully under reduced pressure The obtained residue was dried in vacuo overnight to give a white solid, which The resulting suspension was stirred at RT for 30 min filtered The filtrate was concentrated carefully under reduced pressure to give a colorless oil

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Hydrogen chloride gas was bubbled through a suspension of L-thioproline (990 mg, 7.55 mmol) in MeOH (30 mL) cooled at 0° C. for 5 min. The resulting clear solution was stirred at RT for 2 h, then concentrated carefully under reduced pressure. The obtained residue was dried in vacuo overnight to give a white solid, which was dissolved in MeOH (30 mL) and treated with Diaion® WA21J resin (6 g). The resulting suspension was stirred at RT for 30 min, then filtered. The filtrate was concentrated carefully under reduced pressure and the oily residue stripped with toluene (2×) to give a colorless oil. concentrated carefully under reduced pressure The obtained residue was dried in vacuo overnight to give a white solid, which The resulting suspension was stirred at RT for 30 min filtered The filtrate was concentrated carefully under reduced pressure to give a colorless oil

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To a solution of 2.2 g of methyl thiazolidine-4-carboxylate in 50 ml of ether was added dropwise with stirring at ambient temperature 3.14 g of O-ethyl S-propyl phosphoroisocyanatidothioate. The mixture was allowed to react overnight at ambient temperature and was then concentrated by evaporation under reduced pressure to obtain 5.2 (97 percent of theory) of the title compound as a colorless oil having a refractive index at 25° C. of 1.5312. to react overnight at ambient temperature was then concentrated by evaporation under reduced pressure

Conditions: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Hydrogen chloride gas was bubbled through a suspension of L-thioproline (990 mg, 7.55 mmol) in MeOH (30 mL) cooled at 0° C. for 5 min. The resulting clear solution was stirred at RT for 2 h, then concentrated carefully under reduced pressure. The obtained residue was dried in vacuo overnight to give a white solid, which was dissolved in MeOH (30 mL) and treated with Diaion® WA21J resin (6 g). The resulting suspension was stirred at RT for 30 min, then filtered. The filtrate was concentrated carefully under reduced pressure and the oily residue stripped with toluene (2×) to give a colorless oil. concentrated carefully under reduced pressure The obtained residue was dried in vacuo overnight to give a white solid, which The resulting suspension was stirred at RT for 30 min filtered The filtrate was concentrated carefully under reduced pressure to give a colorless oil