13-Oxo-spartein

Base Information

• Chemical Name: 13-Oxo-spartein
• CAS No.: 131829-31-7
• Molecular Formula: C₁₅H₂₄N₂O
• Molecular Weight: 248.368
• Mol file: 131829-31-7.mol

Synonyms:

Chemical Property of 13-Oxo-spartein

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 13-Oxo-spartein

There total 25 articles about 13-Oxo-spartein 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: 77.0%

[7S-(7α,7aα,14α,14aβ)]-dodecahydro-7,14-methano-2H,6H-dihydro[1,2-a:1',2'-e]-[1,5]-diazocine sulphate → (-)-17-oxosparteine (489-72-5,577-37-7,1218-51-5,6871-54-1,29882-72-2,82109-83-9,131829-31-7)

Guidance literature:

With sodium hydroxide; potassium hexacyanoferrate(III);

DOI:10.1515/znb-2002-0514

Reference yield: 69.0%

sparteine (90-39-1,446-95-7,492-06-8,492-08-0,4985-24-4,6838-37-5,6917-37-9,24915-04-6,88269-31-2) → 17-oxosparteine (489-72-5,577-37-7,1218-51-5,6871-54-1,29882-72-2,82109-83-9,131829-31-7)

Guidance literature:

With DBN; oxygen; rose bengal; In N,N-dimethyl-formamide; at 20 ℃; for 16h; Irradiation;

DOI:10.1021/acscatal.8b01897

Reference yield:

lupanine perchlorate (6376-21-2,7400-11-5,14691-01-1,18783-52-3,61740-19-0,76030-37-0) → 17-oxosparteine (489-72-5,577-37-7,1218-51-5,6871-54-1,29882-72-2,82109-83-9,131829-31-7)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂, / PtO₂, / aq. HCl / 15 h / 1034.3 Torr

2: 60 mg / potassium ferricyanide, 10percent NaOH, / aq. HCl / 0.67 h

With sodium hydroxide; hydrogen; potassium hexacyanoferrate(III); platinum(IV) oxide; In hydrogenchloride;

DOI:10.1139/v88-280

upstream raw materials:

(9aR)-3c-((S)-[2]piperidyl)-(9ar)-octahydro-quinolizin-1c-carboxylic acid ; dihydrochloride

(7R)-(7at)-3,4,7,7a,8,9,10,11,13,14-decahydro-2H-7r,14c-methano-dipyrido[1,2-a;1',2'-e][1,5]diazocin-6-one

(9aR)-3c-((S)-[2]piperidyl)-(9ar)-octahydro-quinolizin-1c-carboxylic acid

(7ac)-3,4,7,7a,8,9,10,11,13,14-decahydro-2H-7r,14c-methano-dipyrido[1,2-a;1',2'-e][1,5]diazocin-6-one

Downstream raw materials:

6,13-Dioxo-spartein

(-)-17-oxosparteine

17-phenyl-16,17-dehydrosparteinium hydroxide