7-AVCA synthesis
- Product Name:7-AVCA
- CAS Number:79349-82-9
- Molecular formula:C9H10N2O3S
- Molecular Weight:226.25
33748-00-4
79349-82-9
The general procedure for the synthesis of (6R,7R)-7-amino-8-oxo-3-vinyl-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid from cefixime impurity is as follows: 25.5 g (0.05 mol) of GVNA was placed in a 1,000 mL three-necked flask fitted with a thermometer and a mechanical stirrer, and 300 g of phenol and 2.8 g of acetic acid and the reaction was held at 35°C. After the reaction was complete (about 6 hours), the reaction mixture was slowly poured into a mixed solution consisting of sodium bicarbonate, purified water, and butyl acetate (5 g of purified water, 200 mL of purified water, and 200 mL of butyl acetate). The aqueous phase was extracted twice with 50 mL of butyl acetate and the aqueous phases were combined. The aqueous phase was transferred to a 500 mL reaction flask and stirred at room temperature for 2 hours. 4 g of immobilized acyltransferase PGA-450 was added, followed by dropwise addition of 15% aqueous sodium carbonate solution, maintaining the pH between 8.0-8.2 until the HPLC assay showed less than 0.5% GVNA. The enzyme was recovered by filtration. The filtrate was collected and the pH was adjusted with 10% hydrochloric acid to 3.4. The filter cake was washed with 50 mL of acetone and dried to give 10.7 g of AVNA (93.8% yield as GVNA).
33748-00-4
24 suppliers
inquiry
79349-82-9
241 suppliers
$10.00/250mg
Yield:79349-82-9 93.8%
Reaction Conditions:
with acetic acid in phenol at 35; for 6 h;Temperature;Reagent/catalyst;
Steps:
3.4 Preparation of AVNA
GVNA25.5g (0.05 mol) was put into a 1,000 mL three-necked flask equipped with a thermometer and mechanical stirring, 300 g of phenol was added, 2.8 g of acetic acid was added and incubated at 35C After the reaction was completed for 6 hours, the reaction mixture was gradually poured into a mixed solution of baking soda (sodium hydrogencarbonate), purified water and butyl acetate (5 g of purified water, 200 ml of purified water and 200 ml of butyl acetate) The water layer was extracted twice with 50 mL of butyl acetate and the aqueous layer was again collected. The aqueous layer was put into a 500-ml reaction flask, and the reaction mixture was poured into a reaction vessel. The reaction mixture was stirred at room temperature for 2 hours, After adding 4 g of immobilized acylase PGA-450, 15% sodium carbonate aqueous solution was added dropwise to control the pH value of 8.0-8.2. The GVNA was <0.5% by HPLC. The enzyme was recovered by filtration. The filtrate was collected and adjusted to pH 3.4 with 10% The filter cake was rinsed with 50 ml of acetone and dried to give 10.7 g of AVNA (yield of AVNA 93.8%, calculated as GVNA).
References:
Shandong Apeloa Pharmaceutical Co., Ltd;Li, Kun;Meng, Jie;Wu, Zhongwen;Wei, Wei;Ge, Zhengliang;Ren, Hongyang;Zhou, Guoying CN104045655, 2016, B Location in patent:Paragraph 0061
119608-90-1
6 suppliers
inquiry
79349-82-9
241 suppliers
$10.00/250mg
64308-63-0
83 suppliers
$59.00/250mg
79349-82-9
241 suppliers
$10.00/250mg
104146-10-3
266 suppliers
$5.00/5g
79349-82-9
241 suppliers
$10.00/250mg