(4-Butoxy-2,6-difluorophenyl)methanol → (R)-2-Ethyl-piperazine-1,4-dicarboxylic acid 4-tert-butyl ester 1-(4-butoxy-2,6-difluoro-benzyl) ester

HRID 1794146Notes

Reaction equation

HRID 1794146 reaction equation
[CH2:1]([O:5][C:6]1[CH:13]=[C:12]([F:14])[C:9]([CH2:10][OH:11])=[C:8]([F:15])[CH:7]=1)[CH2:2][CH2:3][CH3:4].[C:16]([O:20][C:21]([N:23]1[CH2:28][CH2:27][N:26]([C:29](Cl)=[O:30])[C@H:25]([CH2:32][CH3:33])[CH2:24]1)=[O:22])([CH3:19])([CH3:18])[CH3:17]>>[CH2:1]([O:5][C:6]1[CH:7]=[C:8]([F:15])[C:9]([CH2:10][O:11][C:29]([N:26]2[CH2:27][CH2:28][N:23]([C:21]([O:20][C:16]([CH3:18])([CH3:17])[CH3:19])=[O:22])[CH2:24][C@H:25]2[CH2:32][CH3:33])=[O:30])=[C:12]([F:14])[CH:13]=1)[CH2:2][CH2:3][CH3:4]

Participants

3

Reactant 2

HCID 22219883(4-Butoxy-2,6-difluorophenyl)methanolHCID 86586001(R)-4-Chlorocarbonyl-3-ethyl-piperazine-1-carboxylic acid tert-butyl ester

Product 1

HCID 69142225(R)-2-Ethyl-piperazine-1,4-dicarboxylic acid 4-tert-butyl ester 1-(4-butoxy-2,6-difluoro-benzyl) esterYield 80%

Procedure

This compound was prepared from 4-butoxy-2,6-difluoro-benzylalcohol and (R)-4-chlorocarbonyl-3-ethyl-piperazine-1-carboxylic acid tert-butyl ester according to the procedure described in Example 179 to give the product as a colorless oil (454 mg; 80%); MS (ISP): 479.4 (M+Na)+.

Sources & evidence

ORD record
ord-01fa652e41e6489daca77d363b99dfb7
Source dataset
uspto-grants-2006_04
Patent number
US07022707B2

Reaction notes

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