(R)-4-(tert-Butyl-dimethyl-silanyloxy)-2-formyl-2-propyl-pyrrolidine-1-carboxylic acid tert-butyl ester → HCID 66687943, compound

HRID 1895031Notes

Reaction equation

HRID 1895031 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([Mg]Br)[CH:5]=[CH:6][C:7]=1[Cl:8].[C:11]([O:15][C:16]([N:18]1[CH2:22][CH:21]([O:23][Si:24]([C:27]([CH3:30])([CH3:29])[CH3:28])([CH3:26])[CH3:25])[CH2:20][C@@:19]1([CH:34]=[O:35])[CH2:31][CH2:32][CH3:33])=[O:17])([CH3:14])([CH3:13])[CH3:12]>>[C:11]([O:15][C:16]([N:18]1[CH2:22][CH:21]([O:23][Si:24]([C:27]([CH3:30])([CH3:29])[CH3:28])([CH3:26])[CH3:25])[CH2:20][C@:19]1([CH2:31][CH2:32][CH3:33])[CH:34]([C:4]1[CH:5]=[CH:6][C:7]([Cl:8])=[C:2]([Cl:1])[CH:3]=1)[OH:35])=[O:17])([CH3:14])([CH3:13])[CH3:12]

Participants

3

Reactant 2

HCID 86620863(R)-4-(tert-Butyl-dimethyl-silanyloxy)-2-formyl-2-propyl-pyrrolidine-1-carboxylic acid tert-butyl esterHCID 178478192HCID 178478192, compound

Product 1

HCID 66687943HCID 66687943, compound

Procedure

(R)-4-(tert-Butyl-dimethyl-silanyloxy)-2-propyl-2-[(3,4-dichloro-phenyl)-hydroxy-methyl]-pyrrolidine-1-carboxylic acid tert-butyl ester was prepared by reaction of 3,4-dichlorophenyl magnesium bromide with (R)-4-(tert-Butyl-dimethyl-silanyloxy)-2-formyl-2-propyl-pyrrolidine-1-carboxylic acid tert-butyl ester following the procedure of step 1 of Example 11.

Sources & evidence

ORD record
ord-c6ed5838ddc442b7b0c76635af5fd19f
Source dataset
uspto-grants-2013_08
Patent number
US08513425B2

Reaction notes

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