1-Boc-4-(aminomethyl)piperidine → (2R)-1-[(2S,4R)-4-hydroxy-1-(3,3,3-triphenylpropanoyl)pyrrolidine-2-yl]carbonyl-N-(4-piperidinylmethyl)pyrrolidine-2-carboxamide

HRID 394035

Reaction equation

C([O:5][C@H:6]1[CH2:10][N:9]([C:11](=[O:32])[CH2:12][C:13]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C@H:8]([C:33]([N:35]2[CH2:39][CH2:38][CH2:37][C@@H:36]2[C:40]([OH:42])=O)=[O:34])[CH2:7]1)(C)(C)C.[NH2:43][CH2:44][CH:45]1[CH2:50][CH2:49][N:48](C(OC(C)(C)C)=O)[CH2:47][CH2:46]1>>[OH:5][C@H:6]1[CH2:10][N:9]([C:11](=[O:32])[CH2:12][C:13]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=2)[C@H:8]([C:33]([N:35]2[CH2:39][CH2:38][CH2:37][C@@H:36]2[C:40]([NH:43][CH2:44][CH:45]2[CH2:50][CH2:49][NH:48][CH2:47][CH2:46]2)=[O:42])=[O:34])[CH2:7]1

Participants

Reactant 2

HCID 7368171-Boc-4-(aminomethyl)piperidine

HCID 69100730(2R)-1-{(2S,4R)-4-(tert-butoxy)-1-(3,3,3-triphenylpropanoyl)pyrrolidin-2-yl}carbonylpyrrolidine-2-carboxylic acid

Product 1

HCID 16086003(2R)-1-[(2S,4R)-4-hydroxy-1-(3,3,3-triphenylpropanoyl)pyrrolidine-2-yl]carbonyl-N-(4-piperidinylmethyl)pyrrolidine-2-carboxamide

Procedure

The title compound was prepared by successively conducting procedures which were similar to Step 5 of Example 1 and Example 46, using (2R)-1-{(2S,4R)-4-(tert-butoxy)-1-(3,3,3-triphenylpropanoyl)pyrrolidin-2-yl}carbonylpyrrolidine-2-carboxylic acid and 4-aminomethyl-1-(tert-butoxycarbonyl)piperidine. The compound was obtained as a colorless oily substance.

Workup

customThe compound was obtained as a colorless oily substance

Sources & evidence

ORD record: ord-b623cef97e924f379a7d893ab851e0da
Source dataset: uspto-grants-2004_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06809108B1

Linked notes

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