(-)-Dihydrocorynantheol

Base Information

• Chemical Name: (-)-Dihydrocorynantheol
• CAS No.: 2270-72-6
• Molecular Formula: C₁₉H₂₆N₂O
• Molecular Weight: 298.428
• Mol file: 2270-72-6.mol

Synonyms:17,18-Secoyohimban-17-ol(8CI); Corynan-17-ol; Corynantheol, dihydro- (6CI,7CI); (-)-Corynan-17-ol;(-)-Dihydrocorynantheol; 18,19-Dihydrocorynantheol; Dihydrocorynantheol

Chemical Property of (-)-Dihydrocorynantheol

Chemical Property:

• Vapor Pressure: 4.94E-10mmHg at 25°C
• Boiling Point: 480.2°C at 760 mmHg
• Flash Point: 244.2°C
• PSA: 39.26000
• Density: 1.18g/cm³
• LogP: 3.43350

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (-)-Dihydrocorynantheol

There total 293 articles about (-)-Dihydrocorynantheol 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: 100.0%

dihydrocorynantheol acetate (97549-45-6) → Dihydrocorynantheol (2270-72-6)

Guidance literature:

With potassium carbonate; In methanol; for 3h; Ambient temperature;

Reference yield: 100.0%

3,4,5,6-tetradehydrodihydrocorynantheol perchlorate → Dihydrocorynantheol (2270-72-6)

Guidance literature:

With sodium tetrahydroborate; In methanol; for 1h; Ambient temperature;

DOI:10.1016/S0040-4020(01)80544-5

Reference yield: 100.0%

3-ethyl-1,2,3,4,6,7,12,12b-octahydroindolo<2,3-a>quinolizine-2-yl acetic acid ethylester (4736-65-6) → Dihydrocorynantheol (2270-72-6)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 0.5h; Ambient temperature;

upstream raw materials:

(2R,3R)-2-(2-Benzyloxy-ethyl)-3-ethyl-1,2,3,4,6,7,12,12b-octahydro-indolo[2,3-a]quinolizine

(2R,3S,12bS)-(+)-3-<(1,3-dithian-2-yl)methyl>-2-(2-hydroxyethyl)-1,2,3,4,6,7,12,12b-octahydroindolo<2,3-a>quinolizine

3-ethyl-1,2,3,4,6,7,12,12b-octahydroindolo<2,3-a>quinolizine-2-yl acetic acid ethylester

2-((2R,3R,12bS)-3-Ethyl-12-methoxymethyl-1,2,3,4,6,7,12,12b-octahydro-indolo[2,3-a]quinolizin-2-yl)-ethanol

Downstream raw materials:

(+/-)-dihydrocorynantheol

(4R)-4,17-cyclo-corynanium; toluene-4-sulfonate

Refernces

• 1、 Xie, Changmin,Luo, Jisheng,Zhang, Yan,Zhu, Lili,Hong, Ran. "A Chiral Pentenolide-Based Unified Strategy toward Dihydrocorynantheal, Dihydrocorynantheol, Protoemetine, Protoemetinol, and Yohimbane". . p. 3592 - 3595. Retrieved 2017.
• 2、 Liu, Yong,Wang, Qun,Zhang, Ying,Huang, Jianbiao,Nie, Linlin,Chen, Jie,Cao, Weiguo,Wu, Xiaoyu. "Enantioselective synthesis of indoloquinolizidines via asymmetric catalytic hydrogenation/lactamization of imino diesters". . p. 12009 - 12017. Retrieved 2013.
• 3、 Fujii, Tozo,Ohba, Masashi,Ohashi, Takako. "Quinolizidines. XXXII. A Chiral Synthesis of 3,4,5,6-Tetradehydro-17-hydroxycorynanium, the Zwitterionic Structure Assigned to an Alkaloid from Aspidosperma marcgravianum". . p. 1879 - 1890. Retrieved 1993.
• 4、 Liu, Lianzhu,Zhang, Liming. "Access to electron-rich arene-fused hexahydroquinolizinones through a gold-catalysis-initiated cascade process". supporting information; experimental part. p. 7301 - 7304. Retrieved 2012/09/08.