OU 1308

OU 1308 - Names and Identifiers

Name	ORNOPROSTIL
Synonyms	Ronok Alloca OU 1308 ONO 1308 Ronoprost ORNOPROSTIL Prost-13-en-1-oic acid, 11,15-dihydroxy-17,20-dimethyl-6,9-dioxo-, methyl ester, (11a,13E,15S,17S)- Cyclopentaneheptanoic acid, 3-hydroxy-2-[(1E,3S,5S)-3-hydroxy-5-methyl-1-nonenyl]-e,5-dioxo-, methyl ester, (1R,2R,3R)- (9CI)
CAS	70667-26-4

OU 1308 - Physico-chemical Properties

Molecular Formula	C23H38O6
Molar Mass	410.55
Density	1.112±0.06 g/cm3(Predicted)
Boling Point	549.8±50.0 °C(Predicted)
pKa	13.66±0.60(Predicted)
Physical and Chemical Properties	Acute toxicity of chemical properties LD50 male and female rats, male and female mice (mg/kg):61,44,39.5,35 orally; 5.3,4.9,43.5,43.5 subcutaneous injection; 13.2,10.2,30,32.5 intravenous injection.
Use	Use for gastric ulcer.

OU 1308 - Upstream Downstream Industry

Raw Materials

Pentane
Ammonium acetate
tert-Butyllithium
Tributylphosphine
Titanous chloride
Sodium diethyldithiocarbamate
Pyridine hydrofluoride

OU 1308 - Production method

compound (ii)(5.16g,13.0 mmo1) is treated with pentane solution of tert-butyl lithium of 2.0mol/L, and then the solution of cuprous iodide and tributyl phosphorus in dry ether is added to react to obtain organic copper reagent. Then add the ether solution of compound (I)(2.12g,10 mmo1), then add the ether solution of compound (III) (2.25g,12,0 mmo1), and react to complete. The reaction solution was poured into an aqueous solution 25% titanium trichloride (74.4ml,120 mmo1) and ammonium acetate (55.5g,720 mmo1) in 184ml of water and 500ml of tetrahydrofuran, and stirred at room temperature for 18h. After neutralization with sodium bicarbonate aqueous solution, extraction with hexane was made several times. The extracts are combined, washed with salt water, dried with magnesium sulfate in water, and concentrated under reduced pressure. The residue was separated by silica gel column chromatography to obtain 3.32g compound (Ⅳ) with 52% yield.
Compound (Ⅳ) (250mg,0.39 mmo1) and 0.9ml hydrogen fluoride-pyridine complex were reacted in 18ml acetonitrile for 2.5h at room temperature. Regular treatment gave 139mg of oroprost with 87% yield.

Last Update：2024-04-10 22:29:15