8-Hydroxy-19-oxoibogamine-18-carboxylic acid methyl ester

Base Information

• Chemical Name: 8-Hydroxy-19-oxoibogamine-18-carboxylic acid methyl ester
• CAS No.: 53508-33-1
• Molecular Weight: 368.42626
• Mol file: 53508-33-1.mol

Synonyms:8-Hydroxy-19-oxoibogamine-18-carboxylic acid methyl ester;Eglandulosine

Chemical Property of 8-Hydroxy-19-oxoibogamine-18-carboxylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Description: A further alkaloid isolated from Gahunia eglandulosa, this base is also a non_x0002_crystallizable amorphous solid. It is laevorotatory having a specific rotation of [α]D - 71 0 (CHC13). The structure given has been determined primarily from spectroscopic evidence.

Technology Process of 8-Hydroxy-19-oxoibogamine-18-carboxylic acid methyl ester

There total 15 articles about 8-Hydroxy-19-oxoibogamine-18-carboxylic acid methyl ester 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: 61.0%

(+)-3-hydroxy-3,4-secocoronaridin → (+)-3-oxocoronaridine (53508-33-1)

Guidance literature:

With tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide; In acetonitrile; at 23 ℃; for 1.5h; Molecular sieve; Inert atmosphere;

DOI:10.1021/jacs.1c10205

Reference yield:

19-hydroxycoronaridine (56867-69-7) → 3-oxocoronaridine (39967-46-9,53508-33-1)

Guidance literature:

With iodine; sodium hydrogencarbonate; In water; benzene; for 3h; Ambient temperature;

DOI:10.1016/S0031-9422(00)82220-7

Reference yield:

coronaridine (467-77-6,14241-45-3,14853-22-6,38542-83-5) → 3-oxocoronaridine (39967-46-9,53508-33-1)

Guidance literature:

Multi-step reaction with 2 steps

1: I₂ / benzene; H₂O / 8 h / Ambient temperature

2: 1 mg / NaHCO₃, I₂ / benzene; H₂O / 3 h / Ambient temperature

With iodine; sodium hydrogencarbonate; In water; benzene;

DOI:10.1016/S0031-9422(00)82220-7

upstream raw materials:

coronaridine

19-hydroxycoronaridine

3-(R/S)-ethoxycoronaridine

Refernces

• 1、 Rastogi, Kamesh,Kapil, Randhir S.,Popli, Satya P.. "OXIDATION OF CORONARIDINE". . p. 2001 - 2009. Retrieved 2007/10/02.
• 2、 Meyer,Coppola,Goldman. "Alkaloid studies. 8. Isolation and characterization of alkaloids of Tabernaemontana heyneana Wall and antifertility properties of coronaridine.". . p. 1199 - 1201. Retrieved 2007/10/09.