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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1798286Generated: October 31, 2026

HCID 58292863, compound → 2-(3-Ethoxycarbonylmethyl-1-hydroxy-4-methyl-1,3-dihydro-benzo[c][1,2]oxaborol-6-yloxy)-thiazole-5-carboxylic acid

https://huagongshe.com/reaction/1798286

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 58292863HCID 58292863—
SolventTrifluoroacetic acidHCID 6422—
Product2-(3-Ethoxycarbonylmethyl-1-hydroxy-4-methyl-1,3-dihydro-benzo[c][1,2]oxaborol-6-yloxy)-thiazole-5-carboxylic acidHCID 5829282487.2%

Reaction Steps

2-(3-Ethoxycarbonylmethyl-1-hydroxy-4-methyl-1,3-dihydro-benzo[c][1,2]oxaborol-6-yloxy)-thiazole-5-carboxylic acid tert-butyl ester (3.3 g, 7.6 mmol) was treated with TFA (40 mL) and stirred at room temperature for overnight. The reaction mixture was concentrated and purified by column chromatography (silica, DCM/MeOH=20:1) affording the title compound (2.5 g, 87%) as a white foam. 1H NMR (CDCl3) δ 7.98 (s, 1H), 7.45 (d, 1H), 7.19 (d, 1H), 5.67 (dd, 1H), 4.20 (q, 2H), 3.12 (dd, 1H), 2.43 (m, 1H), 2.39 (s, 3H), 1.56 (s, 9H), 1.24 (t, 3H). MS found: (M+H)+: 378.05.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08343944B2
Source datasetuspto-grants-2013_01
ORD IDord-c1a9ccb04339404390ba176c12f16ec5
Source noteuspto-grants-2013_01