The mechanism investigation in substitution of 21-bromo-3α-hydroxyl-3β-methoxymethyl-5α-pregnan-20-one with nucleophiles

Steroids

Volumn 71, Issue 11-12, 2006, Pages 942-948

  Chen, Chun Yen ^b   Wong, Fung Fuh ^a   Lee, Yueh Hsien ^b   Chou, Shan Yen ^c   Huang, Jiann Jyh ^c   Yeh, Mou Yung ^b  

^a CHINA MEDICAL UNIVERSITY   (Taiwan)

^b NATIONAL CHENG KUNG UNIVERSITY   (Taiwan)

^c DEVELOPMENT CENTER FOR BIOTECHNOLOGY   (Taiwan)

Author keywords

Bromoketone; 21 Bromo 3 hydroxyl 3 methoxymethyl 5 pregnan 20 one; Epoxide; Lithium imidazole; Substitution

Indexed keywords

21 BROMO 3ALPHA HYDROXYL 3BETA METHOXYMETHYL 5ALPHA PREGNAN 20 ONE; 5ALPHA PREGNANE DERIVATIVE; BASE; CARBONYL DERIVATIVE; EPOXIDE; LITHIUM DERIVATIVE; LITHIUM IMIDAZOLE; LITHIUM PIPERIDINE; LITHIUM PYRROLIDINE; METHYLLITHIUM; N BUTYLLITHIUM; UNCLASSIFIED DRUG;

ADDITION REACTION; ARTICLE; CHEMICAL REACTION; GEOMETRY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; PROTON NUCLEAR MAGNETIC RESONANCE; SUBSTITUTION REACTION;

IMIDAZOLES; KETONES; LITHIUM COMPOUNDS; MOLECULAR STRUCTURE; PREGNANES;

EID: 33750243647     PISSN: 0039128X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.steroids.2006.07.004     Document Type: Article

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15. 2O/acetonitrile solution (1/1, 100 ml) to prepare the standard solution.
16. 2.
17. 4Cl aqueous solution, and 1 mL of the organic layer was sampled. The layer was then diluted with water (4 mL) before submitted to HPLC.
18. Liquid chromatography analyses were performed on a Hewlett-Packard 1100 Series instrument equipped with Columns (Phenomenex, Luna C8(2), 3 μm particle size, 10 cm (L) × 4.6 mm (i.d.) and mobile phase: ammonium acetate buffer/acetonitrile = 40/60 (v/v), flow rate = 1.0 mL/min, injection volume = 20 μL, detection: UV, 220 nm.