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ChemicalBook CAS DataBase List Dihydrocapsaicin
19408-84-5

Dihydrocapsaicin synthesis

12synthesis methods
Dihydrocapsaicin, a natural capsaicin, is a selective TRPV1 agonist, while increasing p-Akt levels. It can be synthesized by the condensation reaction of vanillylamin and 8-Methylnonanoic acid.
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Yield:19408-84-5 85%

Reaction Conditions:

with platinum (IV) oxide hydrate;hydrogen in methanol at 20; under 760.051 Torr; for 7 h;Solvent;

Steps:

1 Example 1
The preparation method of the high-purity dihydrocapsaicin monomer comprises the following steps:
8 g of the raw natural capsaicin (the sum of the capsaicin and dihydrocapsaicin contents of 95%) was placed in 120 ml of methanol and the mixture was stirred at room temperature for 1 hour to obtain a natural capsaicin solution. 400 mg of platinum oxide hydrate was added to the natural capsaicin solution, and the mixture was subjected to hydrogenation at room temperature for 6 hours at room temperature, filtered through celite and concentrated to a colorless. The product was dissolved in 400 ml of a purified product at 55°C using a mixture of 300 ml of acetonitrile and 100 ml of methyl tert-butyl ether. The mixture was poured into a crystallizer and allowed to stand and crystallize at a crystallization temperature of -10°C; the precipitated crystals were separated by filtration, and the filter cake was pressed and vacuum dried for 3 hours at 50 ° C under a pressure of 0. 002 MPa to obtain 6. 8 g of a white spicy high purity dihydrocapsaicin monomer product, The mass yield of dihydro capsaicin monomer was 85%. The product purity of dihydro capsaicin was 99.3% by HPLC.

References:

Shanghai Aladdin Biochemical Technology Co., Ltd;Ling, Qing;Liu, Yunying CN105418445, 2016, A Location in patent:Paragraph 0018; 0019; 0020

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