ChemicalBook CAS DataBase List 16alpha-Hydroxyprednisonlone acetate

16alpha-Hydroxyprednisonlone acetate synthesis

8synthesis methods

Product Name:16alpha-Hydroxyprednisonlone acetate
CAS Number:86401-80-1
Molecular formula:C23H30O7
Molecular Weight:418.49

3044-42-6 Synthesis

11beta,21-dihydroxypregna-1,4,16-triene-3,20-dione 21-acetate

3044-42-6
61 suppliers
$49.00/1g

86401-80-1
148 suppliers
$125.00/250mg

Yield:86401-80-1 98.31%

Reaction Conditions:

with potassium permanganate;formic acid;benzo-12-crown-4 in aq. phosphate buffer;acetone at -10 - 0; pH=3.5; for 1 h;pH-value;Temperature;Reagent/catalyst;

Steps:

1-7; 1-4 Example 6 Preparation of the compound of structural formula III

Add 50.0g (0.0785mol) of the compound of structural formula II, 750ml of acetone, and 0.5g (0.00223mol) of benzo-12-crown 4-ether to a 2L three-necked flask, potassium permanganate 12.6g (0.0785mol), 5.0g sodium dihydrogen phosphate-disodium hydrogen phosphate buffer solution, control the pH value to 3.5, control the temperature of the reaction system ≤ 0,0.86g (0.0188mol) of formic acid was slowly added dropwise, and the reaction was completed at -10°C for 1h. After the reaction is over, add 10.2g of sodium bisulfite solid to quench, stir at low temperature for 30min, add 100ml of ethanol, heat to dissolve at 55°C, filter while hot, concentrate the organic phase to dryness, add 50ml of methanol, 300ml of dichloromethane, and reflux to dissolve. Cool to room temperature, add 600ml n-hexane dropwise, after dropping, cool to -10°C, crystallize for 4h, filter with suction, the filter cake was dried at 60°C and -0.09MPa to obtain 53.42g of a white solid, which was the target product. The yield was 98.31% and the purity was 99.46%. The melting point, mass spectrum, and proton nuclear magnetic resonance spectrum of compound III were basically the same as those in Example 1. HPLC The map is shown in Figure 8.

References:

CN112574270,2021,A Location in patent:Paragraph 0060-0117

91160-89-3 Synthesis