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

HRID 1794147Notes

Reaction equation

HRID 1794147 reaction equation
[CH2:1]([O:3][C:4]1[CH:11]=[C:10]([F:12])[C:7]([CH2:8][OH:9])=[C:6]([F:13])[CH:5]=1)[CH3:2].[C:14]([O:18][C:19]([N:21]1[CH2:26][CH2:25][N:24]([C:27](Cl)=[O:28])[C@H:23]([CH2:30][CH3:31])[CH2:22]1)=[O:20])([CH3:17])([CH3:16])[CH3:15]>>[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([F:13])[C:7]([CH2:8][O:9][C:27]([N:24]2[CH2:25][CH2:26][N:21]([C:19]([O:18][C:14]([CH3:16])([CH3:15])[CH3:17])=[O:20])[CH2:22][C@H:23]2[CH2:30][CH3:31])=[O:28])=[C:10]([F:12])[CH:11]=1)[CH3:2]

Participants

3

Reactant 2

HCID 22219845(4-Ethoxy-2,6-difluorophenyl)methanolHCID 86586001(R)-4-Chlorocarbonyl-3-ethyl-piperazine-1-carboxylic acid tert-butyl ester

Product 1

HCID 69142692(R)-2-Ethyl-piperazine-1,4-dicarboxylic acid 4-tert-butyl ester 1-(4-ethoxy-2,6-difluoro-benzyl) esterYield 81%

Procedure

This compound was prepared from 4-ethoxy-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 (478 mg; 81%); MS (ISP): 429.6 (M+H)+.

Sources & evidence

ORD record
ord-8b2ddae080a943f0a70377ef2094eed0
Source dataset
uspto-grants-2006_04
Patent number
US07022707B2

Reaction notes

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