tert-Butyl piperazine-1-carboxylate → HCID 131720425, compound

HRID 727662Notes

Reaction equation

HRID 727662 reaction equation
COC1C=CC(C[S:8][C@@H:9]2[CH2:13][N:12]([CH3:14])[C@H:11]([C:15]([OH:17])=O)[CH2:10]2)=CC=1.C(OC([N:27]1[CH2:32][CH2:31]N[CH2:29][CH2:28]1)=O)(C)(C)C.[N+:33]([C:36]1[CH:49]=[CH:48][C:39]([CH2:40][O:41][C:42]([NH:44][C:45](=[NH:47])[CH3:46])=[O:43])=[CH:38][CH:37]=1)([O-:35])=[O:34]>>[SH:8][C@@H:9]1[CH2:13][N:12]([CH3:14])[C@H:11]([C:15]([N:27]2[CH2:32][CH2:31][N:47]([C:45](=[N:44][C:42]([O:41][CH2:40][C:39]3[CH:38]=[CH:37][C:36]([N+:33]([O-:35])=[O:34])=[CH:49][CH:48]=3)=[O:43])[CH3:46])[CH2:29][CH2:28]2)=[O:17])[CH2:10]1

Participants

4

Reactant 3

HCID 143452tert-Butyl piperazine-1-carboxylateHCID 15297072HCID 15297072, compoundHCID 140352007HCID 140352007, compound

Product 1

HCID 131720425HCID 131720425, compoundYield 49.9%

Procedure

Following a procedure similar to that described in Preparation 1, but using 282 mg of (2S,4S)-4-(4-methoxy-benzylthio)-1-methyl-2-pyrrolidinecarboxylic acid, 203 mg of 1-t-butoxycarbonylpiperazine and 258 mg of N-(4-nitrobenzyloxycarbonyl)acetamidine, 225 mg of the title compound were obtained as a viscous oil.

Workup

  1. customthat described in Preparation 1

Sources & evidence

ORD record
ord-b91b13f253104eaba8e14089eb43cf2f
Source dataset
uspto-grants-1998_01
Patent number
US05712267

Reaction notes

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