Triethylsilane → HCID 22671649, compound
Reaction equation
[CH2:1]([O:8][CH2:9][CH:10]1[CH:15]([S:16]CC2C=CC(OC)=CC=2)[CH2:14][CH2:13][N:12]([S:26]([C:29]2[CH:38]=[CH:37][C:36]3[C:31](=[CH:32][CH:33]=[CH:34][CH:35]=3)[CH:30]=2)(=[O:28])=[O:27])[CH2:11]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C([SiH](CC)CC)C>C(O)(C(F)(F)F)=O>[CH2:1]([O:8][CH2:9][CH:10]1[CH:15]([SH:16])[CH2:14][CH2:13][N:12]([S:26]([C:29]2[CH:38]=[CH:37][C:36]3[C:31](=[CH:32][CH:33]=[CH:34][CH:35]=3)[CH:30]=2)(=[O:28])=[O:27])[CH2:11]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
84 mg (0.153 mmol) (3SR,4RS)-3-Benzyloxymethyl-4-(4-methoxy-benzylsulfanyl)-1-(naphthalene-2-sulfonyl)-piperidine were dissolved in 2 ml TFA and treated at 0° C. with 0.244 ml (1.53 mmol) of triethylsilane. After 2 h at 0° C. and 18 h at room temperature, the mixture was evaporated and purified by precipitation with Et2O/pentane to give 40 mg (61%) of (3SR,4RS)-3-benzyloxymethyl-1-(naphthalene-2-sulfonyl)-piperidine-4-thiol, MS: 427 (M).