1-[(Tert-butoxy)carbonyl]piperidine-2-carboxylic acid → HCID 21060071, compound

HRID 228090Notes

Reaction equation

HRID 228090 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH2:11][CH2:10][CH:9]1[C:14]([OH:16])=[O:15])=[O:7])([CH3:4])([CH3:3])[CH3:2].[NH2:17][C@H:18]([CH2:38][C:39]1[CH:44]=[CH:43][C:42]([Cl:45])=[CH:41][CH:40]=1)[C:19]([N:21]1[CH2:26][CH2:25][N:24]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=2[NH:33][S:34]([CH3:37])(=[O:36])=[O:35])[CH2:23][CH2:22]1)=[O:20]>>[Cl:45][C:42]1[CH:43]=[CH:44][C:39]([CH2:38][C@@H:18]([NH:17][C:14]([CH:9]2[CH2:10][CH2:11][CH2:12][CH2:13][N:8]2[C:6]([O:5][C:1]([CH3:2])([CH3:3])[CH3:4])=[O:7])=[O:16])[C:19]([N:21]2[CH2:26][CH2:25][N:24]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=3[NH:33][S:34]([CH3:37])(=[O:35])=[O:36])[CH2:23][CH2:22]2)=[O:20])=[CH:40][CH:41]=1.[Cl:45][C:42]1[CH:41]=[CH:40][C:39]([CH2:38][C@@H:18]([NH:17][C:14]([CH:9]2[CH2:10][CH2:11][CH2:12][CH2:13][N:8]2[CH3:6])=[O:15])[C:19]([N:21]2[CH2:22][CH2:23][N:24]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=3[NH:33][S:34]([CH3:37])(=[O:35])=[O:36])[CH2:25][CH2:26]2)=[O:20])=[CH:44][CH:43]=1

Participants

4

Reactant 2

HCID 5818311-[(Tert-butoxy)carbonyl]piperidine-2-carboxylic acidHCID 58714305HCID 58714305, compound

Product 2

HCID 21060071HCID 21060071, compoundHCID 69077408HCID 69077408, compound

Procedure

tert-Butyl 2-{N-[(1R)-1-[(4-chlorophenyl)methyl]-2-(4-{2-[(methylsulfonyl)amino]phenyl}piperazinyl)-2-oxoethyl]carbamoyl}piperidinecarboxylate was prepared according to the procedure described in Preparation V by using piperidine-1,2-dicarboxylic acid 1-tert-butyl ester (Aldrich) (82 mg, 0.36 mmol) and (2R)-2-amino-3-(4-chlorophenyl)-1-(4-{2-[(methylsulfonyl}-amino]phenyl)piperazinyl) propan-1-one. The desired compound was isolated as a white solid (106 mg). MS (ESI, pos. ion) m/z: 648 (M+H); (ESI, neg. ion) m/z: 646 (M−H). Calc'd for C31H42ClN5O6S: 647.25.

Workup

  1. customdescribed in Preparation V

Sources & evidence

ORD record
ord-942cfba090534136a91def0381c3b873
Source dataset
uspto-grants-2009_07
Patent number
US07560460B2

Reaction notes

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