Trimethylaluminum → HCID 178466274, compound

HRID 2264052Notes

Reaction equation

HRID 2264052 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([NH2:19])[C:9]([C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][CH:13]=2)([NH2:11])[CH3:10])=[CH:4][CH:3]=1.CO[C:22](=O)[C:23]1[CH:28]=[CH:27][C:26]([C:29]([CH3:32])([CH3:31])[CH3:30])=[CH:25][C:24]=1[O:33][CH2:34][CH3:35].C[Al](C)C>>[C:29]([C:26]1[CH:27]=[CH:28][C:23]([C:22]2[NH:19][C@H:8]([C:5]3[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=3)[C@@:9]([C:12]3[CH:13]=[CH:14][C:15]([Cl:18])=[CH:16][CH:17]=3)([CH3:10])[N:11]=2)=[C:24]([O:33][CH2:34][CH3:35])[CH:25]=1)([CH3:32])([CH3:30])[CH3:31]

Participants

4

Reactant 3

HCID 16682925TrimethylaluminumHCID 53412323Methyl 4-tert-butyl-2-ethoxybenzoateHCID 58006923HCID 58006923, compound

Product 1

HCID 178466274HCID 178466274, compound

Procedure

In a manner analogous to the method described in example 2, rac-(1R*,2S*)-1,2-bis-(4-chloro-phenyl)-propane-1,2-diamine was reacted with 4-tert-butyl-2-ethoxy-benzoic acid methyl ester (prepared as described in Fotouhi, N. et al. WO 2005110996) in the presence of trimethylaluminum to give the title compound as a racemic mixture.

Sources & evidence

ORD record
ord-1c9d32eedc8040329246eeda4b62d89f
Source dataset
uspto-grants-2010_12
Patent number
US07851626B2

Reaction notes

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