54024-22-5
- Product Name：Desogestrel
- Molecular Formula：C22H30O
- Purity：99%
- Molecular Weight：310.48
Product Details;
CasNo： 54024-22-5
Molecular Formula： C22H30O
Appearance： white to off-white crystalline powder
Buy cost-effective 99% pure Desogestrel 54024-22-5 now
- Molecular Formula:C22H30O
- Molecular Weight:310.48
- Appearance/Colour:white to off-white crystalline powder
- Vapor Pressure:3.92E-09mmHg at 25°C
- Melting Point:109-110 ºC
- Refractive Index:1.566
- Boiling Point:428.3 ºC at 760 mmHg
- PKA:13.07±0.40(Predicted)
- Flash Point:187.9 ºC
- PSA：20.23000
- Density:1.07 g/cm3
- LogP:4.86970
Desogestrel(Cas 54024-22-5) Usage
|
Manufacturing Process |
A solution of 1.0 g of 11,11-methylene-18-methyl-delta4-estren-17-one in 33 ml tetrahydrofuran was added to a potassium-acetylide solution in tetrahydrofuran. After 2 hours of stirring at 0°C to 5°C the reaction mixture was acidified with 2N H2SO4and processed further.By a chromatographic treatment on silica gel and crystallization from pentane 0.7 g of 11,11-methylene-17α-ethynyl-18-methyl-δ4-estren-17β-ol with a melting point of 109°C to 110°C and an [α]D of +55°C (CHCl3) was obtained. |
|
Therapeutic Function |
Progestin |
|
General Description |
Desogestrel, (17α)-13-ethyl-11-methylene-18,19-dinorpregn-4-en-20-yn-17-ol, is a 19-nortestosterone analog with good progestin activity. Likethe other progestins, it is orally active and used in combinationwith an estrogen in oral contraceptives. Desogestrel is aprodrug that must be oxidized to the 3-one in vivo to haveprogestational action. CYPs 2C9 and 2C19 have been implicatedin the initial hydroxylation of desogestrel at C3. |
InChI:InChI=1/C22H30O/c1-4-21-14-15(3)20-17-9-7-6-8-16(17)10-11-18(20)19(21)12-13-22(21,23)5-2/h2,8,17-20,23H,3-4,6-7,9-14H2,1H3/t17-,18-,19-,20+,21-,22-/m0/s1
54024-22-5 Relevant articles
Base promoted air oxidation of 13β-ethyl-11-methylenegon-4-en-17-one
Compostella, Federica,Colombo, Diego,Modica, Emilia,Antonio Scala,Toma, Lucio,Bovio, Bruna,Ronchetti, Fiamma
, p. 111 - 117 (2002)
The structure of 13-ethyl-11-methylene-1...
PROCESS AND NEW INTERMEDIATES FOR THE PREPARATION OF 11-METHYLENE STEROIDS
-
Page/Page column 36; 37, (2017/09/19)
The invention relates to a process for t...
Intermediate used for synthesis of desogestrel, and preparation method and application thereof
-
Paragraph 0062; 0063; 0064; 0065; 0066, (2016/10/08)
The invention discloses an intermediate ...
Desogestrel and its new process for preparation of the intermediate compounds
-
Paragraph 0050-0052, (2017/03/28)
The invention relates to a preparation p...
Desogestrel preparation method and midbody compound
-
, (2016/10/17)
The invention relates to a novel steroid...
54024-22-5 Process route
-
-
54024-21-4
11-methylene-18a-homo-estr-4-en-17-one
-
-
74-86-2,25067-58-7
acetylene
-
-
54024-22-5
desogestrel
| Conditions | Yield |
|---|---|
|
With
lithium; ethylenediamine;
In
tetrahydrofuran;
at 25 ℃;
for 2h;
continuous flow of ethyne;
|
85% |
|
acetylene;
With
lithium;
In
ethylenediamine;
at 20 ℃;
for 2h;
11-methylene-18a-homo-estr-4-en-17-one;
In
tetrahydrofuran;
at 20 ℃;
for 2h;
Further stages;
|
83% |
|
acetylene;
With
N,N,N,N,-tetramethylethylenediamine; lithium;
for 2h;
11-methylene-18a-homo-estr-4-en-17-one;
In
tetrahydrofuran;
at 20 ℃;
for 2h;
With
hydrogenchloride; water;
In
tetrahydrofuran;
|
83% |
|
With
lithium; ethylenediamine;
In
tetrahydrofuran;
at 30 - 50 ℃;
for 5h;
|
80% |
|
acetylene;
With
lithium; ethylenediamine;
at 20 ℃;
for 1h;
Inert atmosphere;
11-methylene-18a-homo-estr-4-en-17-one;
In
tetrahydrofuran;
at 35 - 40 ℃;
for 3h;
Inert atmosphere;
|
73.5% |
|
With
1-bromo-butane; lithium;
In
tetrahydrofuran; diethyl ether;
1.) -10 deg C, 2 h; -5 deg C, 3 h, 2.) -5 deg C, 3 h;
|
72% |
|
With
n-butyllithium; cerium(III) chloride;
Yield given;
Multistep reaction;
|
-
-
54024-21-4
11-methylene-18a-homo-estr-4-en-17-one
-
-
1066-54-2
trimethylsilylacetylene
-
-
54024-22-5
desogestrel
| Conditions | Yield |
|---|---|
|
trimethylsilylacetylene;
With
n-hexyllithium;
In
tetrahydrofuran; hexane;
at -5 ℃;
for 0.5h;
11-methylene-18a-homo-estr-4-en-17-one;
In
tetrahydrofuran; hexane;
at 0 - 5 ℃;
for 1h;
|
89% |
54024-22-5 Upstream products
-
116930-33-7
C24H32OS2
-
54024-21-4
11-methylene-18a-homo-estr-4-en-17-one
-
74-86-2
acetylene
-
1216963-74-4
lithium acetylide-ethylenediamine complex
54024-22-5 Downstream products
-
54048-10-1
etonogestrel
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