Isogarryfoline

Base Information

• Chemical Name: Isogarryfoline
• CAS No.: 561-51-3
• Molecular Formula: C₂₂H₃₃NO₂
• Molecular Weight: 343.51
• NSC Number: 304668
• DSSTox Substance ID: DTXSID90330747
• Wikidata: Q82095326
• Mol file: 561-51-3.mol

Synonyms:ISOGARRYFOLINE;467-92-5;DTXSID90330747;NSC304668;NSC-304668

Chemical Property of Isogarryfoline

Chemical Property:

• Vapor Pressure: 2.55E-11mmHg at 25°C
• Boiling Point: 482.2°C at 760 mmHg
• Flash Point: 245.4°C
• PSA: 32.70000
• Density: 1.19g/cm³
• LogP: 3.51620
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 343.251129295
• Heavy Atom Count: 25
• Complexity: 634

Purity/Quality:

99% ^*data from raw suppliers

GARRYINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC12CCCC3(C1CCC45C3CCC(C4)C(=C)C5O)CN6C2OCC6
• Description: The empirical formula of this alkaloid should read C22H33N02'

Technology Process of Isogarryfoline

There total 15 articles about Isogarryfoline 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: 78.0%

Dihydroveatchine (7096-94-8,10335-14-5,15444-16-3) → Garryin (467-92-5,561-51-3,11013-55-1)

Guidance literature:

With silver(l) oxide; In ethanol; water; at 96 ℃; for 2.5h;

Reference yield: 76.0%

Dihydrogarryfoline (7096-94-8,10335-14-5,15444-16-3) → isogarryfoline (467-92-5,561-51-3,11013-55-1)

Guidance literature:

With silver(l) oxide; In ethanol; water; at 64 ℃; for 3h;

Reference yield:

Dihydrogarryfoline (7096-94-8,10335-14-5,15444-16-3) → Isogarryfoline (467-92-5,561-51-3,11013-55-1) + Garryfoline (76-53-9,509-30-8,11018-10-3,62014-63-5,76984-76-4,21913-33-7,28596-06-7)

Guidance literature:

With potassium hexacyanoferrate(III); In sodium hydroxide; ethanol; for 2.5h; Yield given. Yields of byproduct given; Ambient temperature;

DOI:10.1016/S0040-4039(00)78734-X

upstream raw materials:

methanol

(20Ξ)-4-methyl-16-methylene-dihydro-oxazolo[2',3':20,21]veatchan-15β-ol

(20Ξ)-4-methyl-16-methylene-dihydro-oxazolo[2',3':20,21]veatchan-15α-ol

diethyl ether

Downstream raw materials:

Isocuavchichicin

Refernces

• 1、 Pelletier, S.William,Ateya, Abdel-Monem M.,Mody, Naresh V.,Desai, Haridutt K.,Schramm, Lee C.. "Construction of "normal"- and "iso-type" oxazolidine rings in C20-diterpenoid alkaloids: Oxidative cyclization with potassium ferricyanide". . p. 3647 - 3650. Retrieved 2007/10/02.