4-(Furan-3-yl)-1,7-dimethyloctahydro-2h-quinolizine

Base Information

• Chemical Name: 4-(Furan-3-yl)-1,7-dimethyloctahydro-2h-quinolizine
• CAS No.: 1143-54-0
• Molecular Formula: C₁₅H₂₃NO
• Molecular Weight: 233.354
• Hs Code.: 2934999090
• Wikidata: Q105282642
• Mol file: 1143-54-0.mol

Synonyms:deoxynupharidine;deoxynupharidine hydrochloride, (1alpha,4beta,7beta,9aalpha,1R)-isomer;deoxynupharidine, (1alpha,4alpha,7alpha,9abeta,1S)-isomer;deoxynupharidine, (1alpha,4alpha,7beta,9abeta,1s)-isomer;deoxynupharidine, (1alpha,4beta,7alpha,9aalpha,1R)-isomer;desoxynupharidine

Chemical Property of 4-(Furan-3-yl)-1,7-dimethyloctahydro-2h-quinolizine

Chemical Property:

• Vapor Pressure: 0.000685mmHg at 25°C
• Boiling Point: 308.3°Cat760mmHg
• Flash Point: 140.3°C
• PSA: 16.38000
• Density: 1.04g/cm³
• LogP: 3.78900
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 233.177964357
• Heavy Atom Count: 17
• Complexity: 268

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CCC2C(CCC(N2C1)C3=COC=C3)C

Technology Process of 4-(Furan-3-yl)-1,7-dimethyloctahydro-2h-quinolizine

There total 41 articles about 4-(Furan-3-yl)-1,7-dimethyloctahydro-2h-quinolizine 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: 68.0%

(1R,4S,9aS)-4-(3-furyl)-1,7-dimethyl-1,3,4,5,9,9a-hexahydro-2H-quinolizine (113689-18-2) → (-)-7-epi-deoxynupharidine (28463-31-2) + deoxynupharidine (1143-54-0)

Guidance literature:

With hydrogen; palladium dihydroxide; In methanol; at 20 ℃;

DOI:10.1016/j.tetlet.2005.05.133

Reference yield: 60.0%

4-(furan-3-yl)-1-methyl-7-methyleneoctahydro-2H-quinolizine (60161-30-0) → deoxynupharidine (1143-54-0)

Guidance literature:

With hydrogen; Rh/Al₂O₃; In ethyl acetate; at 20 ℃; for 3h;

DOI:10.1021/jo048455k

Reference yield:

nupharidine (468-89-3) → deoxynupharidine (1143-54-0)

Guidance literature:

Multi-step reaction with 2 steps

1: Ac₂O / CHCl₃

2: H₂ / Pd-C / ethanol

With hydrogen; acetic anhydride; palladium on activated charcoal; In ethanol; chloroform;

DOI:10.1021/ja00739a023

upstream raw materials:

6-dehydrodeoxynupharidine

4-(furan-3-yl)-1-methyl-7-methyleneoctahydro-2H-quinolizine

(1R,4S,9aS)-4-(3-furyl)-1,7-dimethyl-1,3,4,5,9,9a-hexahydro-2H-quinolizine

(5R,6S)-6-allyl-5-methylpiperidin-2-one

Refernces

• 1、 LaLonde,R.T. et al.. "-". . p. 2501 - 2506. Retrieved 1971.
• 2、 Goodenough, Katharine M.,Moran, Wesley J.,Raubo, Piotr,Harrity, Joseph P. A.. "Development of a flexible approach to Nuphar alkaloids via two enantiospecific piperidine-forming reactions". . p. 207 - 213. Retrieved 2007/10/03.