Diethyl iminodiacetate → N-[2-Aminothiazol-4-yl]-N-[ethoxycarbonylmethyl]glycine, ethyl ester

HRID 1275895Notes

Reaction equation

CC(C)(OC([NH:7][C:8]1[S:9][CH:10]=[C:11](CC(O)=O)[N:12]=1)=O)C.[NH:18]([CH2:25][C:26]([O:28][CH2:29][CH3:30])=[O:27])[CH2:19][C:20]([O:22][CH2:23][CH3:24])=[O:21]>>[NH2:7][C:8]1[S:9][CH:10]=[C:11]([N:18]([CH2:19][C:20]([O:22][CH2:23][CH3:24])=[O:21])[CH2:25][C:26]([O:28][CH2:29][CH3:30])=[O:27])[N:12]=1

Participants

Reactant 2

HCID 80502Diethyl iminodiacetate

HCID 154800062-(2-((tert-Butoxycarbonyl)amino)thiazol-4-yl)acetic acid

Product 1

HCID 131722230N-[2-Aminothiazol-4-yl]-N-[ethoxycarbonylmethyl]glycine, ethyl ester

Procedure

The subtitle compound was prepared from 2-[[1,1-dimethylethoxy]carbonylamino]4-thiazoleacetic acid (0.75 g) (Chem. Pharm. Bull. 1993, 41, 758) and diethyl iminodiacetate (0.83 g) according to the method of example 15 step (i) followed by step (ii). Yield 0.91 g.

Sources & evidence

ORD record: ord-71c514e2420247f79a635bff5762e473
Source dataset: uspto-grants-2000_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06162808

Reaction notes

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