(R)-(+)-1-Boc-3-aminopyrrolidine → HCID 88299764, compound

HRID 727643Notes

Reaction equation

HRID 727643 reaction equation
COC1C=CC(C[S:8][C@@H:9]2[CH2:13][N:12]([C:14]([O:16][CH2:17][C:18]3[CH:23]=[CH:22][C:21]([N+:24]([O-:26])=[O:25])=[CH:20][CH:19]=3)=[O:15])[C@H:11]([C:27]([OH:29])=O)[CH2:10]2)=CC=1.[NH2:32][C@@H:33]1[CH2:37][CH2:36][N:35]([C:38]([O:40][C:41]([CH3:44])(C)C)=[O:39])[CH2:34]1>>[SH:8][C@@H:9]1[CH2:13][N:12]([C:14]([O:16][CH2:17][C:18]2[CH:19]=[CH:20][C:21]([N+:24]([O-:26])=[O:25])=[CH:22][CH:23]=2)=[O:15])[C@H:11]([C:27]([NH:32][C@@H:33]2[CH2:37][CH2:36][N:35]([C:38]([O:40][CH2:41][C:44]3[CH:23]=[CH:22][C:21]([N+:24]([O-:26])=[O:25])=[CH:20][CH:19]=3)=[O:39])[CH2:34]2)=[O:29])[CH2:10]1

Participants

3

Reactant 2

HCID 854070(R)-(+)-1-Boc-3-aminopyrrolidineHCID 15297071(2S,4S)-4-(4-methoxybenzyl)thio-1-(4-nitrobenzyloxycarbonyl)-L-proline

Product 1

HCID 88299764HCID 88299764, compoundYield 18.2%

Procedure

Following a procedure similar to that described in Preparation 19, but using 6.4 g of (2S,4S)-4-(4-methoxybenzylthio)-1-(4-nitrobenzyloxycarbonyl)-2-pyrrolidinecarboxylic acid, 2.40 g of N,N'-carbonyldiimidazole and 2.7 g of (3R)-3-amino-1-t-butoxycarbonylpyrrolidine, 750 mg of the title compound were obtained as a powder.

Workup

  1. customthat described in Preparation 19

Sources & evidence

ORD record
ord-96ca4c4ae05b4184a385d9d617ca0207
Source dataset
uspto-grants-1998_01
Patent number
US05712267

Reaction notes

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