(Z)-tert-butyl 2-(5-(4-ethoxybenzylidene)-2,4-dioxothiazolidin-3-yl)acetate → (Z)-2-(5-(4-ethoxybenzylidene)-2,4-dioxothiazolidin-3-yl)acetic acid

HRID 517602Notes

Reaction equation

HRID 517602 reaction equation
[CH2:1]([O:3][C:4]1[CH:25]=[CH:24][C:7](/[CH:8]=[C:9]2/[C:10](=[O:23])[N:11]([CH2:15][C:16]([O:18]C(C)(C)C)=[O:17])[C:12](=[O:14])[S:13]/2)=[CH:6][CH:5]=1)[CH3:2].NCCN1C(=O)C(CC2C=CC(OCC)=CC=2)SC1=O>>[CH2:1]([O:3][C:4]1[CH:25]=[CH:24][C:7](/[CH:8]=[C:9]2/[C:10](=[O:23])[N:11]([CH2:15][C:16]([OH:18])=[O:17])[C:12](=[O:14])[S:13]/2)=[CH:6][CH:5]=1)[CH3:2]

Participants

3

Reactant 2

HCID 5958148(Z)-tert-butyl 2-(5-(4-ethoxybenzylidene)-2,4-dioxothiazolidin-3-yl)acetateHCID 716970713-(2-Aminoethyl)-5-(4-ethoxybenzyl)thiazolidine-2,4-dione

Product 1

HCID 6302733(Z)-2-(5-(4-ethoxybenzylidene)-2,4-dioxothiazolidin-3-yl)acetic acidYield 93.4%

Procedure

The title compound 28h was prepared by deprotection of tert-butyl group of compound 28g (300 mg, 0.82 mmol). Deprotection following the procedure of compound 6 gave the title compound 28h as a yellow solid (93.4%, 235 mg).

Sources & evidence

ORD record
ord-9b65d6db43ce4f728fc7a325a431f427
Source dataset
uspto-grants-2015_08
Patent number
US09115122B2

Reaction notes

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