(S)-tert-Butyl 2-((S)-1-amino-1-oxo-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)propan-2-ylcarbamoyl)piperidine-1-carboxylate → (S)-tert-Butyl 2-((S)-1-amino-3-(4-(3-(2-methoxyethyl)-2-oxo-2,3-dihydrobenzo[d]oxazol-5-yl)phenyl)-1-oxopropan-2-ylcarbamoyl)piperidine-1-carboxylate

HRID 600330Notes

Reaction equation

HRID 600330 reaction equation
Br[C:2]1[CH:3]=[CH:4][C:5]2[O:9][C:8](=[O:10])[N:7]([CH2:11][CH2:12][O:13][CH3:14])[C:6]=2[CH:15]=1.[NH2:16][C:17](=[O:51])[C@@H:18]([NH:35][C:36]([C@@H:38]1[CH2:43][CH2:42][CH2:41][CH2:40][N:39]1[C:44]([O:46][C:47]([CH3:50])([CH3:49])[CH3:48])=[O:45])=[O:37])[CH2:19][C:20]1[CH:25]=[CH:24][C:23](B2OC(C)(C)C(C)(C)O2)=[CH:22][CH:21]=1>>[NH2:16][C:17](=[O:51])[C@@H:18]([NH:35][C:36]([C@@H:38]1[CH2:43][CH2:42][CH2:41][CH2:40][N:39]1[C:44]([O:46][C:47]([CH3:49])([CH3:48])[CH3:50])=[O:45])=[O:37])[CH2:19][C:20]1[CH:25]=[CH:24][C:23]([C:2]2[CH:3]=[CH:4][C:5]3[O:9][C:8](=[O:10])[N:7]([CH2:11][CH2:12][O:13][CH3:14])[C:6]=3[CH:15]=2)=[CH:22][CH:21]=1

Participants

3

Reactant 2

HCID 57999680(S)-tert-Butyl 2-((S)-1-amino-1-oxo-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)propan-2-ylcarbamoyl)piperidine-1-carboxylateHCID 579996905-Bromo-3-(2-methoxyethyl)benzo[d]oxazol-2(3H)-one

Product 1

HCID 57999678(S)-tert-Butyl 2-((S)-1-amino-3-(4-(3-(2-methoxyethyl)-2-oxo-2,3-dihydrobenzo[d]oxazol-5-yl)phenyl)-1-oxopropan-2-ylcarbamoyl)piperidine-1-carboxylate

Procedure

The sub-title compound was prepared by the method of Example 96 step (a) using 5-bromo-3-(2-methoxyethyl)benzo[d]oxazol-2(3H)-one and (S)-tert-butyl 2-((S)-1-amino-1-oxo-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)propan-2-ylcarbamoyl)piperidine-1-carboxylate.

Sources & evidence

ORD record
ord-8470495353a9486487d047259653d29c
Source dataset
uspto-grants-2011_03
Patent number
US07902181B2

Reaction notes

Loading…