N-methylsulfonyl-D-phenylalanyl-proline → 1-(2-(R)-Methanesulfonylamino-3-phenyl-propionyl)-pyrrolidin-2-(S)-carboxylic acid (1-amino-isoquinolin-6-ylmethyl)-amide

HRID 2304340Notes

Reaction equation

HRID 2304340 reaction equation
[NH2:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([CH2:12][NH:13][C:14]([C@@H:16]3[CH2:20][CH2:19][CH2:18][N:17]3[C:21](=[O:40])[C@H:22]([NH:36]C(=O)C)[CH2:23][C:24]3[CH:29]=[CH:28][C:27](C4C=CC=CC=4)=[CH:26][CH:25]=3)=[O:15])=[CH:9][CH:10]=2)[CH:5]=[CH:4][N:3]=1.[CH3:41][S:42](N[C@H](CC1C=CC=CC=1)C(N1CCC[C@H]1C(O)=O)=O)(=[O:44])=[O:43]>>[NH2:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([CH2:12][NH:13][C:14]([C@@H:16]3[CH2:20][CH2:19][CH2:18][N:17]3[C:21](=[O:40])[C@H:22]([NH:36][S:42]([CH3:41])(=[O:44])=[O:43])[CH2:23][C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)=[O:15])=[CH:9][CH:10]=2)[CH:5]=[CH:4][N:3]=1

Participants

3

Reactant 2

HCID 10893176N-methylsulfonyl-D-phenylalanyl-prolineHCID 86588694HCID 86588694, compound

Product 1

HCID 541088791-(2-(R)-Methanesulfonylamino-3-phenyl-propionyl)-pyrrolidin-2-(S)-carboxylic acid (1-amino-isoquinolin-6-ylmethyl)-amide

Procedure

Using the procedure described in example 97f 0.140 g of 1-(2-(R)-methanesulfonylamino-3-phenyl-propionyl)-pyrrolidine-2-(S)-carboxylic acid was converted into 0.1 80 g (90%) of the title compound. (+)-APCI-MS: 496 (MH+).

Sources & evidence

ORD record
ord-9398961c2ccf41b388566175389c4c03
Source dataset
uspto-grants-2002_08
Patent number
US06432955B1

Reaction notes

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