6-Bromo-3-methylbenzo[d]thiazol-2(3H)-one → (S)-tert-Butyl 2-((S)-1-amino-3-(4-(3-methyl-2-oxo-2,3-dihydrobenzo[d]thiazol-6-yl)phenyl)-1-oxopropan-2-ylcarbamoyl)piperidine-1-carboxylate

HRID 600332Notes

Reaction equation

HRID 600332 reaction equation
[NH2:1][C:2](=[O:36])[C@@H:3]([NH:20][C:21]([C@@H:23]1[CH2:28][CH2:27][CH2:26][CH2:25][N:24]1[C:29]([O:31][C:32]([CH3:35])([CH3:34])[CH3:33])=[O:30])=[O:22])[CH2:4][C:5]1[CH:10]=[CH:9][C:8](B2OC(C)(C)C(C)(C)O2)=[CH:7][CH:6]=1.Br[C:38]1[CH:48]=[CH:47][C:41]2[N:42]([CH3:46])[C:43](=[O:45])[S:44][C:40]=2[CH:39]=1>>[NH2:1][C:2](=[O:36])[C@@H:3]([NH:20][C:21]([C@@H:23]1[CH2:28][CH2:27][CH2:26][CH2:25][N:24]1[C:29]([O:31][C:32]([CH3:35])([CH3:33])[CH3:34])=[O:30])=[O:22])[CH2:4][C:5]1[CH:6]=[CH:7][C:8]([C:38]2[CH:48]=[CH:47][C:41]3[N:42]([CH3:46])[C:43](=[O:45])[S:44][C:40]=3[CH:39]=2)=[CH:9][CH:10]=1

Participants

3

Reactant 2

HCID 42065626-Bromo-3-methylbenzo[d]thiazol-2(3H)-oneHCID 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-carboxylate

Product 1

HCID 57999689(S)-tert-Butyl 2-((S)-1-amino-3-(4-(3-methyl-2-oxo-2,3-dihydrobenzo[d]thiazol-6-yl)phenyl)-1-oxopropan-2-ylcarbamoyl)piperidine-1-carboxylate

Procedure

The subtitle compound was prepared by the method of Example 96 step (a) using (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 and 6-bromo-3-methylbenzo[d]thiazol-2(3H)-one.

Sources & evidence

ORD record
ord-018597e6a0054ae3b2c23e8eab162aa6
Source dataset
uspto-grants-2011_03
Patent number
US07902181B2

Reaction notes

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