piperidine N,N-dimethylformamide → Benzyl Nepsilon-(t-butoxycarbonyl)-L-lysine

HRID 1397117Notes

Reaction equation

HRID 1397117 reaction equation
[CH2:1]([N:8](C(OCC1C2C=CC=CC=2C2C1=CC=CC=2)=O)[C@H:9]([C:22]([OH:24])=[O:23])[CH2:10][CH2:11][CH2:12][CH2:13][NH:14][C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.N1CCCCC1.CN(C=O)C>>[CH2:1]([NH:8][C@H:9]([C:22]([OH:24])=[O:23])[CH2:10][CH2:11][CH2:12][CH2:13][NH:14][C:15]([O:17][C:18]([CH3:20])([CH3:21])[CH3:19])=[O:16])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 23501187piperidine N,N-dimethylformamideHCID 86666529Benzyl Nalpha-(9-fluorenylmethoxycarbonyl)-Nepsilon-(t-butoxycarbonyl)-L-lysine

Product 1

HCID 86666528Benzyl Nepsilon-(t-butoxycarbonyl)-L-lysine

Procedure

Fmoc protected amino acid 48 (1.0 g, 1.79 mmol) was treated with a solution of piperidine/DMF (9 mL, 5% v/v) and stirred for 20 min then concentrated to dryness and used directly in the next step.

Workup

  1. concentrationthen concentrated to dryness

Sources & evidence

ORD record
ord-187bc8e3b64342b29a9ed6fc5110722e
Source dataset
uspto-grants-2014_12
Patent number
US08901072B2

Reaction notes

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