Water → HCID 86655527, compound

HRID 1746589Notes

Reaction equation

HRID 1746589 reaction equation
[CH3:1][N:2]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:4]([CH2:5][C@@H:6]([C:8]([OH:10])=[O:9])[NH2:7])=[CH:3]1.[C:17](=[O:20])([O-])O.[Na+].O>O1CCOCC1>[CH3:1][N:2]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:4]([CH2:5][C@@H:6]([C:8]([OH:10])=[O:9])[NH:7][C:17](=[O:20])[CH:3]=[CH:4][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[CH:3]1

Participants

5

Reactant 3

HCID 962WaterHCID 516892Sodium BicarbonateHCID 6761591-Methyl-L-tryptophan

Product 1

HCID 86655527HCID 86655527, compoundYield 68.9%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

The same procedures as in Example 121 were carried out from 1-methyl-L-tryptophan (2.0 g), sodium hydrogencarbonate (0.8 g), 2,5-dioxopyrrolidin-1-yl 3-phenyl acrylate (2.3 g), water (60 mL), and dioxane (140 mL), to give the captioned compound (1.1 g, 33%) as crystals.

Sources & evidence

ORD record
ord-58ebbc66b79f45c6ae5a7e5429b98297
Source dataset
uspto-grants-2015_10
Patent number
US09150510B2

Reaction notes

Loading…