Morpholine → Retosiban

HRID 1807414Notes

Reaction equation

HRID 1807414 reaction equation
[CH2:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][CH:2]1[C@H:10]1[NH:15][C:14](=[O:16])[C@@H:13]([C@H:17]([CH3:20])[CH2:18][CH3:19])[N:12]([CH:21]([C:25]2[N:26]=[C:27]([CH3:30])[O:28][CH:29]=2)[C:22](O)=[O:23])[C:11]1=[O:31].[NH:32]1[CH2:37][CH2:36][O:35][CH2:34][CH2:33]1>>[CH2:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][CH:2]1[C@H:10]1[NH:15][C:14](=[O:16])[C@@H:13]([C@@H:17]([CH3:20])[CH2:18][CH3:19])[N:12]([C@H:21]([C:25]2[N:26]=[C:27]([CH3:30])[O:28][CH:29]=2)[C:22]([N:32]2[CH2:37][CH2:36][O:35][CH2:34][CH2:33]2)=[O:23])[C:11]1=[O:31]

Participants

3

Reactant 2

HCID 8083MorpholineHCID 66628767{(3R,6R)-3-(2,3-dihydro-1H-inden-2-yl)-6-[(1R)-1-methylpropyl]-2,5-dioxo-1-piperazinyl}(2-methyl-1,3-oxazol-4-yl)acetic acid

Product 1

HCID 11340891Retosiban

Procedure

Similarly was prepared from intermediate 4 and morpholine

Sources & evidence

ORD record
ord-18ae28d8f998435c97ac567c9aa2f5e0
Source dataset
uspto-grants-2013_01
Patent number
US08357685B2

Reaction notes

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