Water → (3R)-1,8-Dithia-4-azaspiro[4.5]decane-3-carboxylic acid
Reaction equation
[NH2:1][C@H:2]([C:5]([OH:7])=[O:6])[CH2:3][SH:4].[S:8]1(=O)[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]1.O>C1(C)C=CC=CC=1>[S:4]1[C:11]2([CH2:12][CH2:13][S:8][CH2:9][CH2:10]2)[NH:1][C@H:2]([C:5]([OH:7])=[O:6])[CH2:3]1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
5.22 g of L-cysteine and 5 g of tetrahydrothiopyranone are suspended in 50 ml of toluene and the suspension is boiled, using a water separator, until the theoretical amount of water has been separated off. When the suspension is cooled, the product separates out as a light yellow precipitate, which is recrystallized from methanol/water to give 6.9 g of light yellow crystals of melting point 196° C.
Workup
- customuntil the theoretical amount of water has been separated off
- temperatureWhen the suspension is cooled
- customis recrystallized from methanol/water
Sources & evidence
- ORD record
- ord-af4a7eeebf2146d0bd9cc82797da849c
- Source dataset
- uspto-grants-1986_05
- Patent number
- US04587250
Reaction notes
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