2,6-Difluorobenzyl alcohol → (R)-2-Ethyl-piperazine-1-carboxylic acid 2,6-difluoro-benzyl ester

HRID 1794140Notes

Reaction equation

HRID 1794140 reaction equation
C(OC(N1CCN(C(Cl)=O)[C@H](CC)C1)=O)(C)(C)C.FC1C=CC=C(F)C=1CO.[F:29][C:30]1[CH:54]=[CH:53][CH:52]=[C:51]([F:55])[C:31]=1[CH2:32][O:33][C:34]([N:36]1[CH2:41][CH2:40][N:39](C(OC(C)(C)C)=O)[CH2:38][C@H:37]1[CH2:49][CH3:50])=[O:35]>>[F:55][C:51]1[CH:52]=[CH:53][CH:54]=[C:30]([F:29])[C:31]=1[CH2:32][O:33][C:34]([N:36]1[CH2:41][CH2:40][NH:39][CH2:38][C@H:37]1[CH2:49][CH3:50])=[O:35]

Participants

4

Reactant 3

HCID 879212,6-Difluorobenzyl alcoholHCID 69143773(R)-2-ethyl-piperazine-1,4-dicarboxylic acid 4-tert-butyl ester 1-(2,6-difluoro-benzyl) esterHCID 86586001(R)-4-Chlorocarbonyl-3-ethyl-piperazine-1-carboxylic acid tert-butyl ester

Product 1

HCID 69142116(R)-2-Ethyl-piperazine-1-carboxylic acid 2,6-difluoro-benzyl ester

Procedure

This compound was prepared from (R)-4-chlorocarbonyl-3-ethyl-piperazine-1-carboxylic acid tert-butyl ester and 2,6-difluorobenzylalcohol via (R)-2-ethyl-piperazine-1,4-dicarboxylic acid 4-tert-butyl ester 1-(2,6-difluoro-benzyl) ester according to the procedures described in Example 177 to give the product as a yellowish oil (69 mg); MS (ISP): 285.2 (M+H)+.

Sources & evidence

ORD record
ord-61a31937fed9427dae4fe0fb23664c94
Source dataset
uspto-grants-2006_04
Patent number
US07022707B2

Reaction notes

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