Iodoacetamide → 1-(S)-(1-(R)-(3,5-bis(trifluoromethyl)phenyl)ethoxy)-2-(S)-phenyl-3-(R)-(aminocarbonylmethylamino)cyclopentane

HRID 1289953Notes

Reaction equation

HRID 1289953 reaction equation
[F:1][C:2]([F:29])([F:28])[C:3]1[CH:4]=[C:5]([C@H:13]([O:15][C@H:16]2[CH2:20][CH2:19][C@@H:18]([NH2:21])[C@@H:17]2[C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[CH3:14])[CH:6]=[C:7]([C:9]([F:12])([F:11])[F:10])[CH:8]=1.I[CH2:31][C:32]([NH2:34])=[O:33]>>[F:1][C:2]([F:28])([F:29])[C:3]1[CH:4]=[C:5]([C@H:13]([O:15][C@H:16]2[CH2:20][CH2:19][C@@H:18]([NH:21][CH2:31][C:32]([NH2:34])=[O:33])[C@@H:17]2[C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[CH3:14])[CH:6]=[C:7]([C:9]([F:12])([F:11])[F:10])[CH:8]=1

Participants

3

Reactant 2

HCID 3727IodoacetamideHCID 228856351-(s)-(1-(r)-(3,5-Bis(trifluoromethyl)phenyl)ethoxy)-2-(s)-phenyl-3-(r)-aminocyclopentane

Product 1

HCID 542824601-(S)-(1-(R)-(3,5-bis(trifluoromethyl)phenyl)ethoxy)-2-(S)-phenyl-3-(R)-(aminocarbonylmethylamino)cyclopentane

Procedure

The title compound was prepared using the amine from Example 28 and iodoacetamide using essentially the same procedure as Example 10. Mass spec (NH3 /CI): 475 (M+1).

Sources & evidence

ORD record
ord-c29c40f56c474384ab7ebd996ddf7c20
Source dataset
uspto-grants-1998_05
Patent number
US05750549

Reaction notes

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