ES387606A1 - Procedure for obtaining 17-alpha (lower alkin) alenil-carbinols. (Machine-translation by Google Translate, not legally binding) - Google Patents
Procedure for obtaining 17-alpha (lower alkin) alenil-carbinols. (Machine-translation by Google Translate, not legally binding)Info
- Publication number
- ES387606A1 ES387606A1 ES0387606A ES387606A ES387606A1 ES 387606 A1 ES387606 A1 ES 387606A1 ES 0387606 A ES0387606 A ES 0387606A ES 387606 A ES387606 A ES 387606A ES 387606 A1 ES387606 A1 ES 387606A1
- Authority
- ES
- Spain
- Prior art keywords
- carbon atoms
- group containing
- see formula
- alkyl group
- formula
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 238000000034 method Methods 0.000 title abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 7
- 125000000217 alkyl group Chemical group 0.000 abstract 5
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 abstract 3
- 229910052739 hydrogen Inorganic materials 0.000 abstract 3
- 239000001257 hydrogen Substances 0.000 abstract 3
- 125000002252 acyl group Chemical group 0.000 abstract 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 2
- -1 p-toluenesulfonate ion Chemical class 0.000 abstract 2
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 abstract 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- AFVFQIVMOAPDHO-UHFFFAOYSA-M Methanesulfonate Chemical compound CS([O-])(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-M 0.000 abstract 1
- 239000003153 chemical reaction reagent Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 abstract 1
- 229910052987 metal hydride Inorganic materials 0.000 abstract 1
- 150000004681 metal hydrides Chemical class 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 125000003386 piperidinyl group Chemical group 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J9/00—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of more than two carbon atoms, e.g. cholane, cholestane, coprostane
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Steroid Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Procedure for obtaining 17α- (lower alkyl) alenyl-carbinoles of formula Ips: **(See formula)** wherein R1 represents an alkyl group containing 1 to 3 carbon atoms, Zs, encompassing rings A and B and the substituents therein, represents: **(See formula)** where R7 represents hydrogen or a methyl group, **(See formula)** where R'5s represents hydrogen or an alkanoyl group containing from 2 to 4 carbon atoms, **(See formula)** wherein R5 represents hydrogen or an alkyl group containing from 1 to 3 carbon atoms, a cycloalkyl group containing from 5 to 7 carbon atoms, or an alkanoyl group containing from 2 to 4 carbon atoms, characterized in that it comprises reacting a corresponding compound of formula Vs: **(See formula)** wherein R1 and Zs are as defined above, with the additional condition that Zs are in protected form, where necessary, each of R'10 and R''10, which may be the same or different, represents an alkyl group which contains 1 to 3 carbon atoms, or may be attached together with the nitrogen atom to form a pyrrolidine or piperidine ring, R10 represents an alkyl group containing 1 to 3 carbon atoms, and Y'' represents a group of nucleophobic starting, such as a chloride, bromide, iodide, methyl sulfonate or p-toluenesulfonate ion, and R10, R'10 and R''10 are preferably the same with a complex metal hydride reagent such as lithium hydride -aluminum in a solvent that is inert under the reaction conditions, and, when in the resulting product, Zs is in protected form, deprotecting such form. (Machine-translation by Google Translate, not legally binding)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US77877768A | 1968-11-25 | 1968-11-25 | |
| CH1695569A CH579101A5 (en) | 1968-11-25 | 1969-11-13 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES387606A1 true ES387606A1 (en) | 1974-01-16 |
Family
ID=25114361
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES0387605A Expired ES387605A1 (en) | 1968-11-25 | 1971-01-26 | Procedure for the obtaining of 17-alpha (lower rent) alenil-carbinols. (Machine-translation by Google Translate, not legally binding) |
| ES0387606A Expired ES387606A1 (en) | 1968-11-25 | 1971-01-26 | Procedure for obtaining 17-alpha (lower alkin) alenil-carbinols. (Machine-translation by Google Translate, not legally binding) |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES0387605A Expired ES387605A1 (en) | 1968-11-25 | 1971-01-26 | Procedure for the obtaining of 17-alpha (lower rent) alenil-carbinols. (Machine-translation by Google Translate, not legally binding) |
Country Status (21)
| Country | Link |
|---|---|
| JP (1) | JPS4826005B1 (en) |
| AT (1) | AT330966B (en) |
| BE (1) | BE742137A (en) |
| BR (1) | BR6914427D0 (en) |
| CA (1) | CA958005A (en) |
| CH (3) | CH580115A5 (en) |
| CS (5) | CS150694B2 (en) |
| DE (1) | DE1966922A1 (en) |
| DK (1) | DK127107B (en) |
| ES (2) | ES387605A1 (en) |
| FI (4) | FI47349C (en) |
| FR (1) | FR2024166B1 (en) |
| GB (3) | GB1297962A (en) |
| HU (1) | HU164121B (en) |
| NL (1) | NL149815B (en) |
| NO (1) | NO134058C (en) |
| PL (5) | PL82606B1 (en) |
| SE (2) | SE369076B (en) |
| SU (3) | SU402209A3 (en) |
| YU (1) | YU34534B (en) |
| ZA (1) | ZA698233B (en) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CH571537A5 (en) * | 1970-04-24 | 1976-01-15 | Sandoz Ag | |
| CH558346A (en) * | 1971-06-17 | 1975-01-31 | Sandoz Ag | METHOD FOR PRODUCING NEW 3-OXIMINO-17 (ALPHA) -PROPADIENYL-SUBSTITUTED STEROIDS. |
| JPS5196702U (en) * | 1975-01-31 | 1976-08-03 |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3392166A (en) * | 1966-03-30 | 1968-07-09 | Syntex Corp | Androst-4-enes and estr-4-enes having a 17alpha-diethylenically unsaturated side chain |
| US3385871A (en) * | 1965-12-15 | 1968-05-28 | Syntex Corp | Halogenated cyclopropyl and cyclopropenyl estratrienes and process for their preparation |
-
1969
- 1969-02-24 SU SU1617457A patent/SU402209A3/ru active
- 1969-11-13 CH CH208573A patent/CH580115A5/xx unknown
- 1969-11-13 CH CH1695569A patent/CH579101A5/xx not_active IP Right Cessation
- 1969-11-13 CH CH208473A patent/CH571538A5/xx not_active IP Right Cessation
- 1969-11-14 NL NL696917209A patent/NL149815B/en not_active IP Right Cessation
- 1969-11-14 GB GB1297962D patent/GB1297962A/en not_active Expired
- 1969-11-14 GB GB1297964D patent/GB1297964A/en not_active Expired
- 1969-11-14 GB GB1297963D patent/GB1297963A/en not_active Expired
- 1969-11-20 YU YU2911/69A patent/YU34534B/en unknown
- 1969-11-20 DK DK615769AA patent/DK127107B/en unknown
- 1969-11-21 DE DE19691966922 patent/DE1966922A1/en active Pending
- 1969-11-21 FI FI693387A patent/FI47349C/en active
- 1969-11-24 SE SE16102/69A patent/SE369076B/xx unknown
- 1969-11-24 CS CS7196A patent/CS150694B2/cs unknown
- 1969-11-24 SE SE7301830A patent/SE378605B/xx unknown
- 1969-11-24 PL PL1969156778A patent/PL82606B1/en unknown
- 1969-11-24 PL PL1969156783A patent/PL82690B1/en unknown
- 1969-11-24 CS CS7194A patent/CS150692B2/cs unknown
- 1969-11-24 SU SU1615145A patent/SU390714A3/ru active
- 1969-11-24 PL PL1969156780A patent/PL82607B1/en unknown
- 1969-11-24 NO NO4651/69A patent/NO134058C/no unknown
- 1969-11-24 CS CS7195A patent/CS150693B2/cs unknown
- 1969-11-24 CA CA068,167A patent/CA958005A/en not_active Expired
- 1969-11-24 JP JP44093688A patent/JPS4826005B1/ja active Pending
- 1969-11-24 FR FR6940364A patent/FR2024166B1/fr not_active Expired
- 1969-11-24 PL PL1969156777A patent/PL82605B1/en unknown
- 1969-11-24 BE BE742137D patent/BE742137A/xx unknown
- 1969-11-24 PL PL1969137088A patent/PL80336B1/en unknown
- 1969-11-24 CS CS7193A patent/CS150691B2/cs unknown
- 1969-11-24 SU SU1380086A patent/SU390715A3/ru active
- 1969-11-24 BR BR214427/69A patent/BR6914427D0/en unknown
- 1969-11-24 AT AT1096369A patent/AT330966B/en not_active IP Right Cessation
- 1969-11-24 HU HUSA2027A patent/HU164121B/hu unknown
- 1969-11-24 CS CS7721A patent/CS150690B2/cs unknown
-
1970
- 1970-11-25 ZA ZA698233A patent/ZA698233B/en unknown
-
1971
- 1971-01-26 ES ES0387605A patent/ES387605A1/en not_active Expired
- 1971-01-26 ES ES0387606A patent/ES387606A1/en not_active Expired
-
1972
- 1972-08-23 FI FI722331A patent/FI48347C/en active
- 1972-08-23 FI FI722332A patent/FI47350C/en active
-
1973
- 1973-04-18 FI FI731256A patent/FI48583C/en active
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