FIELD: organic chemistry. SUBSTANCE: product: (22R,S)-16a, 17a-butylidenedihydroxy-11b, 21-dihydroxypre- gna-1,4-diene-3,20-dione. Rotation angle at 25 C is (+)100 (c 0.2 in dichloromethane), molecular mass is 430. Reagent 1: 11b,16a,17a,21-tetrahydropregna-1,4-diene-3,20-dione. Reagent 2: butanal. Process conditions: in acetonitrile medium, in the presence of p-toluenesulfoacid. Reaction is stopped by water addition and aqueous sodium hydrocarbonate. Recrystallization is carried out from methylene chloride and methanol by addition of ligroin, hexane, cyclohexane or heptane, and recrystallization is carried out in methanol and water. Synthesized compounds were used in medicine for synthesis of known antiinflammatory and antiallergic drug. EFFECT: improved method of synthesis. 3 cl
Title | Year | Author | Number |
---|---|---|---|
22R- OR 22S-EPIMERS OF COMPOUNDS, METHOD OF PREPARATION THEREOF, PHARMACEUTICAL COMPOSITION, AND METHOD OF TREATING ALLERGIC AND INFLAMMATORY DISEASES | 1992 |
|
RU2111212C1 |
STEROID ESTERS OR THEIR STEREOISOMERS, METHOD OF THEIR SYNTHESIS, PHARMACEUTICAL COMPOSITION | 1992 |
|
RU2112775C1 |
16α,17a-ACETAL-SUBSTITUTED ANDROSTANE-17b-CARBOXYLIC ACID ESTERS OR THEIR STEREOISOMERS | 1991 |
|
RU2081879C1 |
COMPOSITION FOR PER OS TREATING INFLAMMATORY GASTROENTERIC TRACT DISEASES | 1990 |
|
RU2134104C1 |
11,21-DIACETATE (22RS)-16α,17α-BUTYLIDENEDIOXY-1111β, 21-DIHYDROXYPREGNA-1,4-DIENE-3,20-DIONE AS INTERMEDIATE PRODUCT IN SYNTHESIS OF BUDECONIDE | 1989 |
|
SU1660379A1 |
METHOD OF OBTAINING 16,17-ACETAL-SUBSTITUTED PREGNANE-21 ACID AS THEIR STEREOISOMERS | 0 |
|
SU1839673A3 |
0 |
|
SU1779257A3 | |
METHOD OF OBTAINING DERIVATIVES OF 4-PREGNENE OR MIX OF THEIR STEREOISOMERS OR THEIR 22-EPIMERS | 0 |
|
SU1156600A3 |
DERIVATIVES OF PREDNISOLONE, METHOD OF THEIR SYNTHESIS AND DRUG | 1994 |
|
RU2132854C1 |
METHOD OF OBTAINING 11BETA, 17 ALPHA, 21-TRIHYDROXY-16ALPHA-METHYL-9ALPHA-FLUOROPREGNA-1,4-DIENE-3,20-DIONE (DEXAMETHAZONE) FROM PHYTOSTEROL | 2013 |
|
RU2532902C1 |
Authors
Dates
1995-11-20—Published
1990-09-27—Filed