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

HRID 1289952Notes

Reaction equation

HRID 1289952 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 228856341-(r)-(1-(s)-(3,5-Bis(trifluoromethyl)phenyl)ethoxy)-2-(r)-phenyl-3-(s)-aminocyclopentane

Product 1

HCID 228856331-(R)-(1-(S)-(3,5-bis(trifluoromethyl)phenyl)ethoxy)-2-(R)-phenyl-3-(S)-(aminocarbonylmethylamino)cyclopentane

Procedure

The title compound was prepared using the amine from Example 27 and iodoacetamide using essentially the same procedure as Example 10. Mass spec (NH3 /CI): 475 (M+1).

Sources & evidence

ORD record
ord-35f99bf39a1547248fb2c0c2a30c5778
Source dataset
uspto-grants-1998_05
Patent number
US05750549

Reaction notes

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