Beta-Alanine → HCID 90161888, compound

HRID 1957302Notes

Reaction equation

HRID 1957302 reaction equation
[NH2:1][CH2:2][CH2:3]C(O)=O.[N:7]1([C:15]([O:17]CC2C3C(=CC=CC=3)C3C2=CC=CC=3)=O)[CH2:14][CH2:13][CH2:12][C@H:8]1[C:9]([OH:11])=O.[CH3:32][NH2:33]>C(O)C.O>[NH2:1][C@H:2]([C:15]([N:7]1[CH2:14][CH2:13][CH2:12][C@H:8]1[C:9]([NH:33][CH3:32])=[O:11])=[O:17])[CH3:3]

Participants

6

Reactant 3

HCID 239Beta-AlanineHCID 6329MethylamineHCID 688135Fmoc-Pro-OH

Product 1

HCID 90161888HCID 90161888, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

In a similar manner, the chromophore DNP and β-alanine were coupled to Fmoc-Pro-Lac-pins prepared as described in Example 4. This was cleaved from the pin by reaction with 150 μl of a 50:50 mixture of saturated methylamine in ethanol and water at room temperature for 2.5 hrs to yield DNP-β Ala-Pro-NH-CH3. The solution was evaporated to dryness to remove excess methylamine. FIG. 9b is the HPLC analysis of the cleavage product and again demonstrates that it is of excellent purity.

Workup

  1. customprepared

Sources & evidence

ORD record
ord-92d3e82c88254f39bbd598be944277c1
Source dataset
uspto-grants-1998_07
Patent number
US05783674

Reaction notes

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