Acetonitrile → HCID 67860126, compound

HRID 1587260Notes

Reaction equation

HRID 1587260 reaction equation
F[C:2](F)(F)[C:3]([OH:5])=[O:4].[O-:8][Mn](=O)(=O)=O.[K+].[CH:14]1[CH:19]=[C:18]2C(C(O)(O)[C:23](=O)[C:17]2=[CH:16][CH:15]=1)=O.[CH3:27][C:28]#[N:29]>CC(O)=O.O>[NH2:29][C@@H:2]([C:3]([OH:5])=[O:4])[CH2:23][C:17]1[CH:18]=[CH:19][CH:14]=[CH:15][CH:16]=1.[CH3:3][O:5][C:27](=[O:8])[C@@H:28]1[CH2:19][CH2:14][CH2:15][NH:29]1

Participants

7

Reactant 4

HCID 6342Acetonitrile2×HCID 6422Trifluoroacetic acidHCID 10236NinhydrinHCID 516875Potassium Permanganate

Product 1

HCID 67860126HCID 67860126, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolvent2×HCID 962WaterSolvent2×

Procedure

To 1.54 gm (4 mmole) of T-Boc-D-Phe-L-Pro-Me (3) 35 ml of trifluoracetic acid was added. This solution was stirred at 0° C. (H2O/ice) for one hr. as the bath gradually rose to room temperature. TLC acetonitrile:water:acetic acid (EtOAc:Hex, 4:6) using the KMnO4 stain showed complete disappearance of starting material. TLC (CH3CN:H2O:AcOH, 94:5:1, ninhydrin stain) indicated one product (Rf 0.7).

Workup

  1. customgradually rose to room temperature

Sources & evidence

ORD record
ord-985a7059972f45fbb6c7e8045d47564c
Source dataset
uspto-grants-1993_06
Patent number
US05217705

Reaction notes

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