Piperidine → HCID 57907460, compound

HRID 1947758Notes

Reaction equation

C1C2C(OC([NH:17][C@@H:18]([CH3:49])[C:19]([NH:21][C:22]3[CH:48]=[CH:47][C:25]([CH2:26][C@@H:27]4[CH2:31][CH2:30][C@H:29]([C@H:32]([OH:39])[C:33]5[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=5)[N:28]4[C:40]([O:42][C:43]([CH3:46])([CH3:45])[CH3:44])=[O:41])=[CH:24][CH:23]=3)=[O:20])=O)C3C(=CC=CC=3)C=2C=CC=1.N1CCCCC1>C1COCC1>[NH2:17][C@@H:18]([CH3:49])[C:19]([NH:21][C:22]1[CH:23]=[CH:24][C:25]([CH2:26][C@@H:27]2[CH2:31][CH2:30][C@H:29]([C@H:32]([OH:39])[C:33]3[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=3)[N:28]2[C:40]([O:42][C:43]([CH3:44])([CH3:45])[CH3:46])=[O:41])=[CH:47][CH:48]=1)=[O:20]

Participants

Conditions

Temperature: 35 °C

Procedure

To a stirred solution of 3.15 g (4.65 mmol) of tert-butyl (2S,5R)-2-{4-[((2S)-2-{[(9H-fluoren-9-yloxy)carbonyl]amino}propanoyl)amino]benzyl}-5-[(R)-hydroxy(phenyl)methyl]pyrrolidine-1-carboxylate from step A above in 3 mL of anhydrous THF was added 0.396 g (4.65 mmol) of piperidine. The resulting mixture was heated to 35° C. under an atmosphere of nitrogen for 2 h then all volatiles were removed in vacuo to afford the crude title compound which was used without further purification. LC-MS: m/z (ES) 454 (MH)+.

Workup

customall volatiles were removed in vacuo

Sources & evidence

ORD record: ord-f0449bec2d13409b99bf529e4e396b27
Source dataset: uspto-grants-2013_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08399480B2

Reaction notes

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