(S)-2-amino-3-(benzyloxy)-N-(4-(4-fluorophenoxy)phenyl)propanamide → HCID 67010638, compound

HRID 1630163Notes

Reaction equation

HRID 1630163 reaction equation
Cl.[C:2]([O:6][C:7]([C@@H:9]1[CH2:13][CH2:12][CH2:11][N:10]1[CH2:14][C:15]([OH:17])=O)=[O:8])([CH3:5])([CH3:4])[CH3:3].[NH2:18][C@@H:19]([CH2:37][O:38][CH2:39][C:40]1[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=1)[C:20]([NH:22][C:23]1[CH:28]=[CH:27][C:26]([O:29][C:30]2[CH:35]=[CH:34][C:33]([F:36])=[CH:32][CH:31]=2)=[CH:25][CH:24]=1)=[O:21]>>[CH2:39]([O:38][CH2:37][C@H:19]([NH:18][C:15](=[O:17])[CH2:14][N:10]1[CH2:11][CH2:12][CH2:13][C@H:9]1[C:7]([O:6][C:2]([CH3:3])([CH3:4])[CH3:5])=[O:8])[C:20]([NH:22][C:23]1[CH:28]=[CH:27][C:26]([O:29][C:30]2[CH:35]=[CH:34][C:33]([F:36])=[CH:32][CH:31]=2)=[CH:25][CH:24]=1)=[O:21])[C:40]1[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=1

Participants

3

Reactant 2

HCID 67009137(S)-2-amino-3-(benzyloxy)-N-(4-(4-fluorophenoxy)phenyl)propanamideHCID 67010125HCID 67010125, compound

Product 1

HCID 67010638HCID 67010638, compoundYield 42.3%

Procedure

Proceeding as in Example 1, but substituting (S)-2-(2-(tert-butoxycarbonyl)pyrrolidin-1-yl)acetic acid hydrochloride and (S)-2-amino-3-(benzyloxy)-N-(4-(4-fluorophenoxy)phenyl)propanamide, gave Compound 103, (S)-tert-butyl 1-(2-((S)-3-(benzyloxy)-1-(4-(4-fluorophenoxy)phenylamino)-1-oxopropan-2-ylamino)-2-oxoethyl)pyrrolidine-2-carboxylate (3 mg, 42.3%). MS (EI) for C33H38FN3O6. found 592.7 (MH+).

Sources & evidence

ORD record
ord-811f382e58a14caabd1fd98b3b6acb8b
Source dataset
uspto-grants-2014_07
Patent number
US08791102B2

Reaction notes

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