6533-00-2
- Product Name:Norgestrel
- Molecular Formula:C21H28O2
- Purity:99%
- Molecular Weight:312.452
Product Details;
CasNo: 6533-00-2
Molecular Formula: C21H28O2
Appearance: White solid
Reputable manufacturer supply Norgestrel 6533-00-2 in stock with high standard
- Molecular Formula:C21H28O2
- Molecular Weight:312.452
- Appearance/Colour:White solid
- Vapor Pressure:0mmHg at 25°C
- Melting Point:239-241 °C(lit.)
- Refractive Index:1.571
- Boiling Point:459.139 °C at 760 mmHg
- PKA:13.09±0.40(Predicted)
- Flash Point:195.446 °C
- PSA:37.30000
- Density:1.139 g/cm3
- LogP:3.88260
Norgestrel(Cas 6533-00-2) Usage
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Safety Profile |
Human reproductive effects byingestion and implant: menstrual cycle changes ordisorders and female fertility index changes. Anexperimental teratogen. Experimental reproductiveeffects. Questionable carcinogen with experimentalneoplastigenic data. An o |
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Brand name |
Ovrette (Wyeth). |
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General Description |
Norgestrel, (17α)-(±)-13-ethyl-17-hydroxy-18,19-dinorpregn-4-en-20-yn-3-one, and levonorgestrel, (17α)-(-)-13-ethyl-17-hydroxy-18,19-dinorpregn-4-en-20-yn-3-one,have a C13 ethyl group instead of the C13 methyl but haveprogestational properties similar to those of norethindrone,with decreased androgenic effects. The ethyl group apparentlyprovides unfavorable steric interactions with the ARthat reduce the affinity compared with that with the PRs.Norgestrel is a racemic mixture, while levonorgestrel is thesingle active levorotatory enantiomer. Norgestrel is usedonly in oral contraceptives. Levonorgestrel is used in bothoral combination birth control products and polymeric implantsthat provide contraception for up to 5 years. |
InChI:InChI=1/C21H28O2/c1-3-20-11-9-17-16-8-6-15(22)13-14(16)5-7-18(17)19(20)10-12-21(20,23)4-2/h2,13,16-19,23H,3,5-12H2,1H3/t16-,17+,18+,19-,20-,21?/m0/s1
6533-00-2 Relevant articles
Preparation method of levonorgestrel
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Paragraph 0025; 0027-0028; 0030-0031; 0033, (2020/09/20)
The invention discloses a preparation me...
Total-synthesis of (-)-norgestrel
Baier,Durner,Quinkert
, p. 1054 - 1068 (2007/10/02)
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Synthesis of 13-alkyl-gon-4-ones
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, (2008/06/13)
The preparation of 13-methylgon-4-enes a...
Steroid total synthesis. IV.(+)-13 -ethyl-17 -ethynyl-17 -hydroxy-gon-4-en-3-one.
Rosenberger,Fraher,Saucy
, p. 2857 - 2870 (2007/10/06)
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6533-00-2 Process route
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2-Ethyl-3-vinyl-cyclopentanone
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797-63-7,797-64-8,17092-09-0,6533-00-2
norgestrel
| Conditions | Yield |
|---|---|
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Multi-step reaction with 6 steps
1: 80 percent NaH, Et3N / 1,2-dimethoxy-ethane; paraffin / 1.) 3.5 h, reflux; 2.) 40 min
2: 1.) 2,4,6-trimethylphenol, pyridine; 2.) oxalic acid / 1.) methylcyclohexane, 13.5 h, 98 deg C, irradiation
3: 99 percent / LiAlH4 / diethyl ether
4: 62 percent / K, aniline, NH3 / tetrahydrofuran / 1 h
5: 76 percent / 2-butanone, aluminium isopropylate, mol. sieve / benzene
6: 0.16 g / LDA / tetrahydrofuran
With
pyridine; lithium aluminium tetrahydride; molecular sieve; Mesitol; ammonia; oxalic acid; aluminum isopropoxide; sodium hydride; triethylamine; aniline; butanone; lithium diisopropyl amide;
In
tetrahydrofuran; 1,2-dimethoxyethane; diethyl ether; paraffin; benzene;
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|
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Multi-step reaction with 7 steps
1: 86 percent / TsOH*H2O / 14 h / Heating
2: 1.) 1.3 M MeLi; 2.) 10 percent H2SO4 / 1.) Et2O, 0.5 h; -20 deg C, 3h; 2.) Et2O, 14 h, RT
3: 1.) 2,4,6-trimethylphenol, pyridine; 2.) oxalic acid / 1.) methylcyclohexane, 13.5 h, 98 deg C, irradiation
4: 99 percent / LiAlH4 / diethyl ether
5: 62 percent / K, aniline, NH3 / tetrahydrofuran / 1 h
6: 76 percent / 2-butanone, aluminium isopropylate, mol. sieve / benzene
7: 0.16 g / LDA / tetrahydrofuran
With
pyridine; lithium aluminium tetrahydride; molecular sieve; Mesitol; sulfuric acid; ammonia; methyllithium; oxalic acid; aluminum isopropoxide; toluene-4-sulfonic acid; aniline; butanone; lithium diisopropyl amide;
In
tetrahydrofuran; diethyl ether; benzene;
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|
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Multi-step reaction with 6 steps
1: 1.) NaH, 2.) H2SO4 / 1.) DME, paraffin oil; Et2O; 2.) MeOH
2: 1.) 2,4,6-trimethylphenol, pyridine; 2.) oxalic acid / 1.) methylcyclohexane, 13.5 h, 98 deg C, irradiation
3: 99 percent / LiAlH4 / diethyl ether
4: 62 percent / K, aniline, NH3 / tetrahydrofuran / 1 h
5: 76 percent / 2-butanone, aluminium isopropylate, mol. sieve / benzene
6: 0.16 g / LDA / tetrahydrofuran
With
pyridine; lithium aluminium tetrahydride; molecular sieve; Mesitol; sulfuric acid; ammonia; oxalic acid; aluminum isopropoxide; sodium hydride; aniline; butanone; lithium diisopropyl amide;
In
tetrahydrofuran; diethyl ether; benzene;
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23855-42-7,35442-18-3,35442-19-4
(5R,8R,9S,10R,13S,14S)-13-Ethyl-5-hydroxy-3-methyl-tetradecahydro-4-oxa-cyclopenta[a]phenanthren-17-one
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797-63-7,797-64-8,17092-09-0,6533-00-2
norgestrel
| Conditions | Yield |
|---|---|
|
Multi-step reaction with 2 steps
1: NBS / acetone
2: (i) liq. NH3 (ii) /BRN= 4147360/, benzene, Et2O
With
N-Bromosuccinimide;
In
acetone;
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|
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Multi-step reaction with 3 steps
1: CrO3, H2SO4 / acetone
2: TsOH / benzene
3: (i) liq. NH3 (ii) /BRN= 4147360/, benzene, Et2O
With
chromium(VI) oxide; sulfuric acid; toluene-4-sulfonic acid;
In
acetone; benzene;
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6533-00-2 Upstream products
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799-43-9
13β-ethyl-3-methoxy-17α-ethynyl-gona-2,5(10)-dien-17β-ol
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21800-83-9
(+/-)-13β-Ethylgon-4-ene-3,17-dione
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74-86-2
acetylene
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2322-77-2
dl-3-methoxy-13β-ethylgona-2,5(10)-dien-17-one
6533-00-2 Downstream products
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14012-72-7
13β-ethyl-18,19-dinor-17α-pregna-1,3,5(10)-trien-20-yne-3,17β-diol
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6544-68-9
13β-ethyl-3-hydroxygona-1,3,5(10)-trien-17-one
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797-58-0
DL-17β-Hydroxy-13β.17α-diethyl-gon-4-en-3-on
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