HCID 66637600, compound → HCID 11962666, compound

HRID 1093926Notes

Reaction equation

HRID 1093926 reaction equation
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]([NH:8][C@H:9]([C:17]([NH:19][CH2:20][C:21]([NH:23][CH2:24][C:25]([OH:27])=O)=[O:22])=[O:18])[CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[O:7].[N:28]1([CH2:34][CH2:35][NH:36][C:37](=[O:49])[C@@H:38]([NH2:48])[CH2:39][CH2:40][CH2:41][N:42]2[CH2:47][CH2:46][CH2:45][CH2:44][CH2:43]2)[CH2:33][CH2:32][CH2:31][CH2:30][CH2:29]1>>[N:28]1([CH2:34][CH2:35][NH:36][C:37](=[O:49])[C@@H:38]([NH:48][C:25](=[O:27])[CH2:24][NH:23][C:21](=[O:22])[CH2:20][NH:19][C:17](=[O:18])[C@H:9]([CH2:10][CH:11]2[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16]2)[NH:8][C:6]([C:2]2[O:1][CH:5]=[CH:4][CH:3]=2)=[O:7])[CH2:39][CH2:40][CH2:41][N:42]2[CH2:47][CH2:46][CH2:45][CH2:44][CH2:43]2)[CH2:29][CH2:30][CH2:31][CH2:32][CH2:33]1

Participants

3

Reactant 2

HCID 66637600HCID 66637600, compoundHCID 66638647HCID 66638647, compound

Product 1

HCID 11962666HCID 11962666, compoundYield 57.3%

Procedure

In the same way as example 1, from 2-furoyl-L-phenylalanyl-glycyl-glycine (23.7 mg, 0.063 mmol) and (S)-2-amino-5-(1-piperidinyl)pentanoic acid N-[2-(1-piperidinyl)ethyl]amide (16.7 mg, 0.054 mmol) synthesized in the same way as reference example 1, (S)-2-[(2-furoyl)-β-cyclohexyl-L-alanyl-glycyl-glycyl-amino]-5-(1-piperidinyl)pentanoic acid [2-(1-piperidinyl)ethyl]amide (20.8 mg) was obtained as a colorless oily material (yield 58%).

Sources & evidence

ORD record
ord-8425045084a54a80bc8e1d22ab44118f
Source dataset
uspto-grants-2012_03
Patent number
US08133864B2

Reaction notes

Loading…