4-Benzylpiperidine → HCID 19851863, compound
Reaction equation
C1(C(C2C=CC=CC=2)(C2C=CC=CC=2)[NH:8][CH2:9][CH2:10][S:11][C:12](OC2C=CC([N+]([O-])=O)=CC=2)=[O:13])C=CC=CC=1.[CH2:36]([CH:43]1[CH2:48][CH2:47][NH:46][CH2:45][CH2:44]1)[C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1>>[CH2:36]([CH:43]1[CH2:48][CH2:47][N:46]([C:12]([S:11][CH2:10][CH2:9][NH2:8])=[O:13])[CH2:45][CH2:44]1)[C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1Participants
3
Procedure
N-triphenylmethyl-2-paranitrophenoxycarbonylthioethylamine (300 mg) and 4-benzylpiperidine (327 μl) were subjected to similar reactions to those described in References 2 and 4 to give 2-(4-benzylpiperidino)carbonylthioethylamine (crude formate: 210 mg). The product was dissolved in anhydrous methanol (3.5 ml). Triethylamine (432 μl) and mitocyin A (151 mg: 0.7 molar equivalent) were added to the solution which was then treated in a similar manner to that described in Example 1 to obtain Compound 41 (300 mg) in the form of grayish blue powders with a yield of 81%.
Sources & evidence
- ORD record
- ord-468c56c5070f4da0a621efaf7000d5a4
- Source dataset
- uspto-grants-1989_09
- DOI