5108-94-1

Basic information

• Product Name: (16S,17R)-3-methoxy-13,16-dimethyl-7,8,9,11,12,14,15,17-octahydro-6H-cyclopenta[a]phenanthrene-16,17-diol
• Synonyms: (16S,17R)-3-methoxy-13,16-dimethyl-7,8,9,11,12,14,15,17-octahydro-6H-cyclopenta[a]phenanthrene-16,17-diol;3-Methoxy-16-methylestra-1,3,5(10)-triene-16β,17β-diol;3-Methoxy-16α-methylestra-1,3,5(10)-triene-16β,17β-diol;Manvene;Mytatrienediol;SC-6924
• CAS NO: 5108-94-1
• Molecular Formula: C20H28O3
• Molecular Weight: 316.43
• Mol File: 5108-94-1.mol
• Article Data: 2

Chemical Properties

• Melting Point: 179-181°
• Boiling Point: 451.3°Cat760mmHg
• Flash Point: 226.8°C
• Appearance: /
• Density: 1.156g/cm³
• Vapor Pressure: 6.2E-09mmHg at 25°C
• Refractive Index: 1.575
• PKA: 14.55±0.60(Predicted)
• CAS DataBase Reference: (16S,17R)-3-methoxy-13,16-dimethyl-7,8,9,11,12,14,15,17-octahydro-6H-cyclopenta[a]phenanthrene-16,17-diol(CAS DataBase Reference)
• NIST Chemistry Reference: (16S,17R)-3-methoxy-13,16-dimethyl-7,8,9,11,12,14,15,17-octahydro-6H-cyclopenta[a]phenanthrene-16,17-diol(5108-94-1)
• EPA Substance Registry System: (16S,17R)-3-methoxy-13,16-dimethyl-7,8,9,11,12,14,15,17-octahydro-6H-cyclopenta[a]phenanthrene-16,17-diol(5108-94-1)

Safety Data

• Hazardous Substances Data: 5108-94-1(Hazardous Substances Data)

Usage

General Description

The chemical compound "(16S,17R)-3-methoxy-13,16-dimethyl-7,8,9,11,12,14,15,17-octahydro-6H-cyclopenta[a]phenanthrene-16,17-diol" is a steroid derivative, specifically a derivative of cyclopenta[a]phenanthrene. It contains a methoxy group at the 3 position and hydroxyl groups at the 16 and 17 positions. The compound also has methyl groups at the 13 and 16 positions. Its structure and functional groups suggest that it may have potential biological activity and could potentially be used in pharmaceutical research and development.

InChI:InChI=1/C20H28O3/c1-19-9-8-15-14-7-5-13(23-3)10-12(14)4-6-16(15)17(19)11-20(2,22)18(19)21/h5,7,10,15-18,21-22H,4,6,8-9,11H2,1-3H3/t15?,16?,17?,18-,19?,20+/m1/s1

Upstream product

• 917-64-6 methyl magnesium iodide 
• 24721-15-1 3-methoxy-17β-hydroxy-estra-1,3,5(10)-trien-16-one 
• 162301-52-2 (16R)-spiro<3-methoxy-17-oxoestra-1,3,5(10)-triene-16,2'-oxirane> 
• 18011-90-0 (8R,9S,13S,14S)-3-methoxy-13-methyl-16-methylene-7,8,9,11,12,13,15,16-octahydro-6H-cyclopenta[a]phenanthren-17(14H)-one 

Relevant articles and documents

Stereoselectivity in the epoxidation and cis-hydroxylation of 16-methylene-estra-1,3,5(10)-trienes

Epoxidation of 3-methoxy-16-methylene-estra-1,3,5(10)-trien-17-one in the presence of alkaline hydrogen peroxide gives rise to (16R)- and (16S)-spiro in similar proportions.Epoxidation of the corresponding 16-methylene 17β-alcohol and 16-methylene-17β-acetate with m-chloroperbenzoic acid does not display any significant directing effects associated with allylic functionality, whereas Sharpless epoxidation of the 16-methylene 17β-alcohol is highly stereoselective, leading exclusively to the (16R) isomer. cis-Hydroxylation of the 16-methylene 17-ketone with osmium tetroxide/4-methylmorpholine-4-oxide proceeds stereoselectively to give mainly 16α-hydroxy-16β-hydroxymethyl-3-methoxyestra-1,3,5(10)-trien-17-one.The isomeric addition products derived from these reactions are correlated by appropriate interconversions, and the assignments are corroborated by comparative reactivity of derived products. - Keywords: estra-1,3,5(10)-trienes; 16-methylene-estra-1,3,5(10)-trienes; epoxidation; Sharpless epoxidation; hydroxylation