16alpha,17,21-trihydroxypregna-1,4,9(11)-triene-3,20-dione 21-acetate Property

Melting point:

213-215 °C(Solv: acetone (67-64-1); ligroine (8032-32-4))

Boiling point:

576.7±50.0 °C(Predicted)

Density 

1.31±0.1 g/cm3(Predicted)

solubility 

soluble in Acetone, Dichloromethane

pka

11.92±0.70(Predicted)

Water Solubility 

38.72mg/L at 25℃

LogP

2.26 at 25℃

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

H361Suspected of damaging fertility or the unborn child

H411Toxic to aquatic life with long lasting effects

Precautionary statements

P201Obtain special instructions before use.

P202Do not handle until all safety precautions have been read and understood.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P281Use personal protective equipment as required.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P308+P313IF exposed or concerned: Get medical advice/attention.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P405Store locked up.

P501Dispose of contents/container to..…

16alpha,17,21-trihydroxypregna-1,4,9(11)-triene-3,20-dione 21-acetate Chemical Properties,Usage,Production

Uses

Intermediate in the preparation of antiinflammatory compounds.

Synthesis

2-((10S,13S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate (1 kg, 2.73 mol), acetone (50 L) and purified water (2.6 L) were added to the reaction vessel, and dissolved by stirring at room temperature; Formic acid (0.4 L, 10.60 mol) and potassium permanganate (1.2 kg, 7.59 mol) were added in that order, and the reaction was stirred at room temperature for 1 h. The reaction was quenched by the addition of saturated sodium hydrogen sulfite solution (10 L) and manganese dioxide, and some solid impurities were removed by suction filtration, and the filtrate was evaporated under reduced pressure to give a large white solid. The filter cake was washed with water to give 16alpha,17,21-trihydroxypregna-1,4,9(11)-triene-3,20-dione 21-acetate (1.01 kg, 92.2%).