2-hydroxy-3-methoxy-5-methylbenzoic acid synthesis
- Product Name:2-hydroxy-3-methoxy-5-methylbenzoic acid
- CAS Number:4386-42-9
- Molecular formula:C9H10O4
- Molecular Weight:182.17
Yield:-
Reaction Conditions:
with 2,3-dihydroxybenzoate decarboxylase from Aspergillus oryzae in aq. phosphate buffer;dimethyl sulfoxide at 30; pH=8.5; for 24 h;Enzymatic reaction;Reagent/catalyst;
Steps:
Synthesis of substrates and reference material 2-Hydroxy-3-methoxy-5-methylbenzoic acid (4P)
General procedure:
lyophilized whole cells (1g) were resuspended in phosphate buffer (30mL, pH 5.5, 100mM) and were rehydrated for 30min.
The substrate was added as 600μL stock solution (DMSO) to yield a final concentration of 50mM, followed by addition of KHCO3 (3M, 9g, final pH 8.5).
The mixture was shaken at 30°C and 200rpm.
After 24h the reaction mixture was centrifuged (13,000rpm, 15min).
The aqueous phase was acidified with 5M HCl and extracted with EtOAc.
The organic phase were combined and subjected to silica gel column chromatography to yield the compound 2P as white solid
References:
Peng, Chang;Liu, Yuxue;Guo, Xiaojia;Liu, Wujun;Li, Qing;Zhao, Zongbao K. [Tetrahedron Letters,2018,vol. 59,# 42,p. 3810 - 3815]
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