10,13-dimethyl-17-(6-methylheptan-2-yl)-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene

Base Information

• Chemical Name: 10,13-dimethyl-17-(6-methylheptan-2-yl)-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene
• CAS No.: 570-74-1
• Molecular Formula: C27H46
• Molecular Weight: 370.662
• NSC Number: 118131
• Wikidata: Q104988413
• Mol file: 570-74-1.mol

Synonyms:NSC-118131;NSC118131;AKOS024319313;LS-188151

Chemical Property of 10,13-dimethyl-17-(6-methylheptan-2-yl)-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene

Chemical Property:

• Vapor Pressure: 8.59E-08mmHg at 25°C
• Melting Point: 92.85°C
• Refractive Index: 1.513
• Boiling Point: 447.9 °C at 760 mmHg
• Flash Point: 220.9 °C
• PSA: 0.00000
• Density: 0.94 g/cm³
• LogP: 8.41790
• XLogP3: 10.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 5
• Exact Mass: 370.359951467
• Heavy Atom Count: 27
• Complexity: 556

Purity/Quality:

99% ^*data from raw suppliers

CHOLEST-5-ENE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CCCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCCC4)C)C

Technology Process of 10,13-dimethyl-17-(6-methylheptan-2-yl)-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene

There total 93 articles about 10,13-dimethyl-17-(6-methylheptan-2-yl)-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

cholesteryl chloride (910-31-6) → cholest-5-ene (570-74-1)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; samarium diiodide; isopropyl alcohol; In tetrahydrofuran; for 3h; Ambient temperature;

DOI:10.1246/cl.1987.1485

Reference yield: 98.0%

2-[(8S,9S,10R,13R,14S,17R)-17-((R)-1,5-Dimethyl-hexyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ylsulfanyl]-benzothiazole (61588-26-9) → cholest-5-ene (570-74-1)

Guidance literature:

With tri-n-butyl-tin hydride; 2,2'-azobis(isobutyronitrile); In benzene; Heating;

DOI:10.1016/S0040-4039(00)85218-1

Reference yield: 97.0%

5α,6α-epoxycholestane (20230-22-2) → cholest-5-ene (570-74-1)

Guidance literature:

With chloro-trimethyl-silane; sodium iodide; In acetonitrile; for 0.333333h; Ambient temperature;

DOI:10.1016/S0040-4039(01)81955-9

upstream raw materials:

cholesteryl chloride

5α-cholestanyl 6α-acetate

5α-cholestanyl 6α-phenylacetate

cholesteryl chloride

Downstream raw materials:

5-chloro-5α-cholestane

5-chloro-5β-cholestane

5,6-seco-5β-cholestane-5,6-diol

5,6-seco-cholestan-6-oic acid

Refernces

• 1、 Bowman, W. Russell,Krintel, Sussie L.,Schilling, Mark B.. "New solid phase triorganogermanium hydrides for radical synthesis". . p. 1215 - 1218. Retrieved 2004.
• 2、 Kocovsky,Cerny. "Reduction of some mesyloxy and tosyloxy steroids with sodium iodide and zinc dust". . p. 246 - 250. Retrieved 1979.
• 3、 Grob,Wohl. "". . p. 2434,2440. Retrieved 1966.
• 4、 Ichii, Naoki,Ogura, Akihiro,Shibata, Kouhei,Takao, Ken-Ichi. "Red-light-mediated BartonMcCombie reaction". . p. 936 - 941. Retrieved 2020/11/09.
• 5、 Kobayashi, Shoji,Tamura, Tomoki,Yoshimoto, Saki,Kawakami, Takashi,Masuyama, Araki. "4-Methyltetrahydropyran (4-MeTHP): Application as an Organic Reaction Solvent". . p. 3921 - 3937. Retrieved 2019/11/11.