L-Alanine → HCID 86749624, compound

HRID 1734705Notes

Reaction equation

HRID 1734705 reaction equation
[Br:1][C:2]1([C:9](Cl)=[O:10])[CH:6]([Br:7])[C:5]([Br:8])=[CH:4][S:3]1.[NH2:12][C@H:13]([C:15]([OH:17])=[O:16])[CH3:14].[OH-].[Na+]>O1CCOCC1.O>[Br:1][C:2]1([C:9]([NH:12][C@H:13]([C:15]([OH:17])=[O:16])[CH3:14])=[O:10])[S:3][CH:4]=[C:5]([Br:8])[CH:6]1[Br:7]

Participants

6

Reactant 3

HCID 5950L-AlanineHCID 14798Sodium HydroxideHCID 88388405HCID 88388405, compound

Product 1

HCID 86749624HCID 86749624, compoundYield 60.4%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Procedure

15.3 g 2,3,4-tribromothiophene carboxylic acid chloride in 60 ml dioxane are reacted in a manner analogous to Example 89 with 34.56 g L-alanine and 3.20 g NaOH in 60 ml H2O. After workup, 10.5 g (60.1% of theory) N-(2',3',4'-tribromothenoyl)-L-alanine with a melting point of 175°-179° C. are obtained.

Sources & evidence

ORD record
ord-7bd422c00daa4e4b82db547f474421c8
Source dataset
uspto-grants-1996_07
Patent number
US05534541

Reaction notes

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