ChemicalBook CAS DataBase List Valienamine

Valienamine synthesis

5synthesis methods

Product Name:Valienamine
CAS Number:38231-86-6
Molecular formula:C7H13NO4
Molecular Weight:175.18

benzyl ((1S,4R,5S,6S)-4,5,6-trihydroxy-3-(hydroxymethyl)cyclohex-2-en-1-yl)carbamate

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Yield:38231-86-6 94.7%

Reaction Conditions:

with barium(II) hydroxide in water at 70 - 80; for 3 h;

Steps:

11 Preparation of valienamine
Intermediate IV (R1 is benzyl) (30.9 g) is dissolved in 450 ml of water.94.6 g of barium hydroxide was added and the temperature was raised to 70-80 °C. After 3 hours, cool to room temperature, pass carbon dioxide gas to PH7-8, filter,The filter cake was washed with water and washed with ethyl acetate. the aqueous layer was passed through a CG-50 (NH4+, 800 ml) column, washed with water, and washed with 0.5 M ammonia water. concentrate to about 100 ml and pass through a DOWEX 1X2 (OH-, 800 ml) column.Washed, collected part of the product, concentrated, the ethanol was dried to give 16.6 g of white crystals, yield 94.7%.

References:

Changzhou Bohaiwei Pharmaceutical Technology Co., Ltd.;Liu Xiangqun;Li Qiang;Chen Xuanfu CN109111366, 2019, A Location in patent:Paragraph 0161-0163

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