Alloyohimbane

Base Information

• Chemical Name: Alloyohimbane
• CAS No.: 483-26-1
• Molecular Formula: C19H24N2
• Molecular Weight: 280.41
• NSC Number: 127746
• DSSTox Substance ID: DTXSID50964042
• Mol file: 483-26-1.mol

Synonyms:alloyohimbane

Chemical Property of Alloyohimbane

Chemical Property:

• Vapor Pressure: 1.95E-08mmHg at 25°C
• Boiling Point: 454.1°C at 760 mmHg
• Flash Point: 228.4°C
• PSA: 19.03000
• Density: 1.19g/cm³
• LogP: 4.21510
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 280.193948774
• Heavy Atom Count: 21
• Complexity: 395

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC2CN3CCC4=C(C3CC2C1)NC5=CC=CC=C45

Technology Process of Alloyohimbane

There total 100 articles about Alloyohimbane 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: 92.0%

(-)-alloyohimban-21-one (137119-66-5) → (-)-alloyohimbane (483-26-1)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 25 ℃; for 2h;

DOI:10.1021/jo00025a011

Reference yield: 92.0%

(-)-dehydroalloyohimbane (96444-10-9) → (-)-alloyohimbane (483-26-1)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; dichloromethane;

DOI:10.1246/cl.1985.71

Reference yield: 83.0%

(4a'S,8a'R)-3-<(3'oxo-2'-decahydroisoquinolinyl)ethyl>indole (121786-14-9) → (-)-alloyohimbane (483-26-1)

Guidance literature:

With trichlorophosphate; for 3h; Heating;

DOI:10.3987/com-99-s20

upstream raw materials:

(+/-)-alloyahimbane

1-methyl-4,9-dihydro-3H-β-carboline

1-cyclohexenoyl chloride

(4a'S,8a'R)-3-<(3'oxo-2'-decahydroisoquinolinyl)ethyl>indole

Refernces

• 1、 Meyers,Highsmith,Buonora. "Asymmetric synthesis of yohimban alkaloids. Total synthesis of (-)-pseudo- and (-)-alloyohimban". . p. 2960 - 2964. Retrieved 1991.
• 2、 Ghosh, Arun K.,Sarkar, Anindya. "Enantioselective Syntheses of (–)-Alloyohimbane and (–)-Yohimbane by an Efficient Enzymatic Desymmetrization Process". . p. 6001 - 6009. Retrieved 2016/12/26.