Dehydronandrolone Acetate
Dehydronandrolone Acetate Basic information
- Product Name:
- Dehydronandrolone Acetate
- Synonyms:
-
- 17-ACETOXYESTRA-4,6-DIEN-3-ONE
- 17b-Acetyloxy-estra-4,6-diene-3-one
- DEHYDRONANDROLON
- 4,6-ESTRADIEN-17-BETA-OL-3-ONE ACETATE
- 6-DEHYDRONANDROLONE ACETATE
- (8R,9S,13S,14S,17S)-13-Methyl-3-oxo-2,3,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl acetate
- Dehydronandrolone Acetate
- Dehydronandrolone-6 Acetate
- CAS:
- 2590-41-2
- MF:
- C20H26O3
- MW:
- 314.42
- EINECS:
- 643-000-1
- Product Categories:
-
- API
- Intermediates
- Intermediates & Fine Chemicals
- Pharmaceuticals
- Steroids
- Mol File:
- 2590-41-2.mol
Dehydronandrolone Acetate Chemical Properties
- Melting point:
- 95-98?C
- Boiling point:
- 457.4±45.0 °C(Predicted)
- Density
- 1.15±0.1 g/cm3(Predicted)
- storage temp.
- Controlled Substance, -20°C Freezer
- solubility
- Chloroform (Slightly), Methanol (Slightly)
- form
- Solid
- color
- Off-White to Pale Yellow
- InChI
- InChI=1/C20H26O3/c1-12(21)23-19-8-7-18-17-5-3-13-11-14(22)4-6-15(13)16(17)9-10-20(18,19)2/h3,5,11,15-19H,4,6-10H2,1-2H3/t15-,16+,17+,18-,19-,20-/s3
- InChIKey
- OGUASZAAVFYYIL-SBVYDUMINA-N
- SMILES
- [C@@]12([H])CC[C@H](OC(=O)C)[C@@]1(C)CC[C@]1([H])[C@@]3([H])CCC(=O)C=C3C=C[C@@]21[H] |&1:0,4,9,13,15,25,r|
- CAS DataBase Reference
- 2590-41-2(CAS DataBase Reference)
Dehydronandrolone Acetate Usage And Synthesis
Description
Dehydronandrolone acetate is a critical precursor in the synthesis of C7-functionalized steroidal drugs such as the new anti-breast cancer drug Fulvestrant, the treatment of menopause and postmenopausal syndrome drug Tibolone, as well as the highly effective protein anabolic hormone Mibolone. Nandrolone as starting material was first subjected to simultaneous acylation with acetic anhydride and acetyl chloride to form the intermediate, which was then brominated with N-bromosuccinimide (NBS) under basic conditions to eliminate one molecule of HBr to produce Dehydronandrolone acetate (73% yield)[1].
Chemical Properties
Pale Yellow Solid
Uses
Tibolone intermediate.
References
[1] Zili Zhang and Aitao Li*. “A Designed Chemoenzymatic Route for Efficient Synthesis of 6-Dehydronandrolone Acetate: A Key Precursor in the Synthesis of C7-Functionalized Steroidal Drugs.” ACS Catalysis 13 19 (2023): 13111–13116.
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Dehydronandrolone Acetate(2590-41-2)Related Product Information
- 2-Butoxyethyl acetate
- Ethylene glycol monoethyl ether acetate
- Isopropyl acetate
- Tocopheryl acetate
- 1-Methoxy-2-propyl acetate
- Mestanolone
- Nandrolone Decanoate
- Metenolone
- Stanolone
- Fulvestrant
- Zinc chloride
- Exemestane
- ALTRENOGEST
- 6-DEHYDRONANDROLONE
- Ethyl 2-(Chlorosulfonyl)acetate
- Nandrolone
- (7Z,9E)-dodeca-7,9-dienyl acetate
- Dehydronandrolone Acetate