| Identification | Back Directory | [Name]
3-Benzofuranaceticacid,2,3-dihydro-6-hydroxy-,Methylester | [CAS]
805250-17-3 | [Synonyms]
CS-1044
SR03298A
SR-03298A;SR 03298A;SR03298A
Methyl 2-(6-hydroxy-2,3-dihydrobenzofuran-3-yl)
Methyl 6-Hydroxy-2,3-dihydrobenzofuran-3-ylacetate
METHYL 2-(6-HYDROXY-2,3-DIHYDROBENZOFURAN-3-YL)ACETATE
Methyl (6-hydroxy-2,3-dihydro-1-benzofuran-3-yl)acetate
-Benzofuranaceticacid,2,3-dihydro-6-hydroxy-,Methylester
3-Benzofuranaceticacid,2,3-dihydro-6-hydroxy-,Methylester
methyl 2-(6-hydroxy-2,3-dihydro-1-benzofuran-3-yl)acetate
Methyl 2-(5-hydroxy-2,3-dihydro-1-benzofuran-3-yl)acetate
(6-Hydroxy-2,3-dihydrobenzofuran-3-yl)acetic acid methyl ester | [Molecular Formula]
C11H12O4 | [MDL Number]
MFCD19703879 | [MOL File]
805250-17-3.mol | [Molecular Weight]
208.211 |
| Chemical Properties | Back Directory | [Boiling point ]
326.5±42.0℃ (760 Torr) | [density ]
1.257±0.06 g/cm3 (20 ºC 760 Torr) | [Fp ]
126.9±21.4℃ | [storage temp. ]
Sealed in dry,Room Temperature | [pka]
9.77±0.40(Predicted) | [Appearance]
White to off-white Solid |
| Hazard Information | Back Directory | [Uses]
(6-Hydroxy-2,3-dihydrobenzofuran-3-yl)acetic Acid Methyl Ester was used in the synthetic preparation of TAK-875 (T004915), a novel oral medication that has been developed to improve the secretion of i
nsulin in a glucose-dependent manner, which has the potential to improve the control of blood sugar levels without the risk of hypoglycemia. | [Synthesis]
Methyl 2-(6-hydroxybenzofuran-3-yl)acetate (2 g, 9.71 mmol) was used as starting material and dissolved in methanol. A catalytic amount of palladium carbon (0.2 g) was added and three hydrogen substitutions were performed to exclude air. Subsequently, the reaction was stirred at room temperature for 24 h under hydrogen atmosphere. Upon completion of the reaction, the filtration was carried out using diatomaceous earth as a filter aid and the filter cake was washed with an appropriate amount of solvent. The filtrates were combined and the solvent was removed by distillation under reduced pressure to afford the off-white powdery solid product methyl 2,3-dihydro-6-hydroxy-3-coumarone acetate (1.93 g, 95% yield). | [References]
[1] Patent: CN105566267, 2016, A. Location in patent: Paragraph 0098-0101
[2] Patent: CN105566263, 2016, A. Location in patent: Paragraph 0087-0090
[3] Patent: CN105017242, 2018, B. Location in patent: Paragraph 0083-0086
[4] Patent: WO2008/1931, 2008, A2. Location in patent: Page/Page column 88
[5] Patent: WO2012/72691, 2012, A1. Location in patent: Page/Page column 51 |
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