Diisopropylethylamine → HCID 131724053, compound

HRID 1166452Notes

Reaction equation

HRID 1166452 reaction equation
[N:1]1([C:9]([O:11]C(C)(C)C)=O)[CH2:8][CH2:7][CH2:6][C@H:2]1[C:3]([OH:5])=[O:4].Cl.[CH3:17][O:18][C:19]1[C:28]2[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=2)[CH:22]=[C:21]([NH-:29])[CH:20]=1.C(N(C(C)C)C(C)C)C>CN(C)C=O.CN1CCCC1=O>[CH2:22]1[CH2:21][NH:29][C@H:24]([C:9]([N:1]2[C@H:2]([C:3]([OH:5])=[O:4])[CH2:6][CH2:7][CH2:8]2)=[O:11])[CH2:23]1.[CH3:17][O:18][C:19]1[C:28]2[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=2)[CH:22]=[C:21]([NH-:29])[CH:20]=1

Participants

6

Reactant 3

HCID 81531DiisopropylethylamineHCID 850831,2-Pyrrolidinedicarboxylic acid, 1-(1,1-dimethylethyl) ester, (2S)-HCID 131724054HCID 131724054, compound

Product 1

HCID 131724053HCID 131724053, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

Boc-Pro (32 mg, 0.15 mmol), 2-(1H-benzotriazol-1-yl)-1,1,3,3-tetramethyluoronium tetrafluoroborate (53 mg, 0.15 mmol) and Pro-4-methoxy-β-naphthylamide hydrochloride (46 mg, 0.15 mmol) were dissolved in anhydrous N,N-dimethylformamide/tetrahydrofuiran 1:1 (4 ml). N-ethyldiisopropylamine (0.26 ml, 0.44 mmol) dissolved in N-methylpyrrolidone (1.7 molar) was added and the mixture was stirred at room temperature overnight.

Workup

  1. additionwas added

Sources & evidence

ORD record
ord-85a271c99e4d4c2aa5fb6ffc136c18b3
Source dataset
uspto-grants-2003_09
Patent number
US06613879B1

Reaction notes

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