1-Cyclohexenylboronic acid → Acetic acid 3-acetoxy-2-(4-amino-3-cyclohex-1-enyl-phenyl)-propyl ester

HRID 1190105Notes

Reaction equation

HRID 1190105 reaction equation
[C:1]([O:4][CH2:5][CH:6]([C:12]1[CH:17]=[CH:16][C:15]([NH2:18])=[C:14](Br)[CH:13]=1)[CH2:7][O:8][C:9](=[O:11])[CH3:10])(=[O:3])[CH3:2].[C:20]1(B(O)O)[CH2:25][CH2:24][CH2:23][CH2:22][CH:21]=1>>[C:1]([O:4][CH2:5][CH:6]([C:12]1[CH:17]=[CH:16][C:15]([NH2:18])=[C:14]([C:20]2[CH2:25][CH2:24][CH2:23][CH2:22][CH:21]=2)[CH:13]=1)[CH2:7][O:8][C:9](=[O:11])[CH3:10])(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 38629021-Cyclohexenylboronic acidHCID 67187511Acetic acid 3-acetoxy-2-(4-amino-3-bromo-phenyl)-propyl ester

Product 1

HCID 59771138Acetic acid 3-acetoxy-2-(4-amino-3-cyclohex-1-enyl-phenyl)-propyl ester

Procedure

The title compound was prepared according to the Suzuki coupling procedure of Example 1, step (e) using acetic acid 3-acetoxy-2-(4-amino-3-bromo-phenyl)-propyl ester (as prepared above) and cyclohex-1-enyl boronic acid: Mass spectrum, (ESI, m/z): Calcd. for C19H25NO4, 332.1 (M+H). found 332.1.

Sources & evidence

ORD record
ord-7601d151c347442e9e563774b6960789
Source dataset
uspto-grants-2014_03
Patent number
US08674100B2

Reaction notes

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