14-Epivincanol

Base Information

• Chemical Name: 14-Epivincanol
• CAS No.: 19877-90-8
• Molecular Formula: C19H24 N2 O
• Molecular Weight: 296.412
• Mol file: 19877-90-8.mol

Synonyms:14-Isovincanol(8CI); 1H-Indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridine, eburnamenin-14-olderiv.; (+)-14-Isovincanol; (+)-Eburnamine; (+)-cis-Isovincanol;14-Epivincanol; 16-Epivincanol; cis-Isovincanol

Chemical Property of 14-Epivincanol

Chemical Property:

• PSA: 28.40000
• LogP: 3.56320

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 14-Epivincanol

There total 44 articles about 14-Epivincanol 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: 92.5%

vinburnine (4880-88-0) → eburnamine (473-99-4,2934-73-8,4201-84-7,19877-89-5,19877-90-8,38852-72-1,55028-40-5,55925-32-1,100102-02-1,119565-24-1,148347-60-8,148347-61-9)

Guidance literature:

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

DOI:10.1016/S0040-4020(01)80569-X

Reference yield: 10.0%

vinburnine (4880-88-0) → (15S,17S,19S)-15-ethyl-1,11-diazapentacyclo[9.6.2.02,7.08,18.015,19]nonadeca-2,4,6,8(18)-tetraen-17-ol (19877-90-8) + (-)-isoeburnamine (19877-89-5)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at -25 ℃; for 1h;

Reference yield:

C26H38N2O2 → eburnamine (473-99-4,2934-73-8,4201-84-7,19877-89-5,19877-90-8,38852-72-1,55028-40-5,55925-32-1,100102-02-1,119565-24-1,148347-60-8,148347-61-9)

Guidance literature:

With hydrogenchloride; In water; at 60 ℃; for 3h;

upstream raw materials:

19-oxoeburnamonine

vinburnine

(1S,12bS)-1-ethyl-1-(2-hydroxyethyl)-4-oxo-2,3,6,7,12,12b-hexahydro-1H-indolo[2,3-a]quinolizine

(1S,12bR)-1-ethyl-1-(2-hydroxyethyl)-4-oxo-2,3,6,7,12,12b-hexahydro-1H-indolo[2,3-a]quinolizine

Downstream raw materials:

(-)-eburnamonine

vinburnine

(15S,19S)-15-ethyl-1,11-diazapentacyclo[9.6.2.0^2,7.0^8,18.0^15,19]nonadeca-2,4,6,8⁽¹⁸⁾-tetraene

vincamin

Refernces

• 1、 -. "Intermediate and preparation method and application thereof in synthesis of vinorchine". . . Retrieved 2021/09/21.
• 2、 Ho, Tse-Lok,Chen, Chun-Kuei. "Synthesis of eburnamine, isoeburnamine, and eburnamonine via a spirocyclic intermediate". . p. 2764 - 2770. Retrieved 2007/10/03.