HCID 22458233, compound → HCID 21341102, compound

HRID 2185548Notes

Reaction equation

HRID 2185548 reaction equation
FC(F)(F)C(O)=O.[N+:8]([C:11]1[CH:28]=[CH:27][C:14]([CH2:15][NH:16][C:17]([N:19]([CH:21]2[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]2)[CH3:20])=[O:18])=[CH:13][CH:12]=1)([O-:10])=[O:9].[CH:29]([C@@H:31]1[C@@H:35]([C:36]2[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=2)[CH2:34][N:33]([C@H:42]([CH:55]2[CH2:60][CH2:59][CH2:58][CH2:57][CH2:56]2)[C:43]([O:45]CC2C=CC(OC)=CC=2)=[O:44])[CH2:32]1)=O>>[N+:8]([C:11]1[CH:12]=[CH:13][C:14]([CH2:15][NH:16][C:17]([N:19]([CH:21]2[CH2:22][CH2:23][N:24]([CH2:29][C@@H:31]3[C@@H:35]([C:36]4[CH:37]=[CH:38][CH:39]=[CH:40][CH:41]=4)[CH2:34][N:33]([C@H:42]([CH:55]4[CH2:60][CH2:59][CH2:58][CH2:57][CH2:56]4)[C:43]([OH:45])=[O:44])[CH2:32]3)[CH2:25][CH2:26]2)[CH3:20])=[O:18])=[CH:27][CH:28]=1)([O-:10])=[O:9]

Participants

3

Reactant 2

HCID 22458233HCID 22458233, compoundHCID 53654320alpha-(R)-(3-(R)-formyl-4-(S)-phenylpyrrolidin-1-yl)-cyclohexaneacetic acid 4-methoxybenzyl ester

Product 1

HCID 21341102HCID 21341102, compoundYield 61%

Procedure

The title compound was prepared from 4-(N-(N-(4-nitrobenzyl)carbamoyl)-N-methylamino)-piperidine trifluoroacetate (41 mg, 0.1 mmol, from Step A) and 2-(R)-(3-(R)-formyl-4-(S)-phenyl-pyrrolidin-1-yl)-2(cyclohexyl)acetic acid, 4-(methoxy)benzyl ester (26 mg, 0.05 mmol, Aldehyde 5) according to the method described in Example 1, Step C to give 18 mg (61%) of the title compound. ESI-MS: 592.4 (M+H); BPLC A: 2.12 min.

Sources & evidence

ORD record
ord-bc00ef254ed44c588b1d74f8caf53269
Source dataset
uspto-grants-2002_06
Patent number
US06399619B1

Reaction notes

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