10-Keto DextroMethorphan

Base Information

• Chemical Name: 10-Keto DextroMethorphan
• CAS No.: 57969-05-8
• Molecular Formula: C18H23NO2
• Molecular Weight: 285.386
• Hs Code.: 2933497050
• Mol file: 57969-05-8.mol

Synonyms:10-Keto DextroMethorphan;10-Keto;Dextromethorphan Impurity C

Chemical Property of 10-Keto DextroMethorphan

Chemical Property:

• Melting Point: 184-186°C
• Boiling Point: 446.2±45.0 °C(Predicted)
• PKA: 6.63±0.20(Predicted)
• PSA: 29.54000
• Density: 1.18±0.1 g/cm3(Predicted)
• LogP: 2.96150
• Storage Temp.: Controlled Substance, -20?C Freezer

Purity/Quality:

99%, ^*data from raw suppliers

(1R,9S,14S)-6-Methoxy-15-methyl-15-azatetracyclo[7.5.3.0~3,8~.0~9,14~]heptadeca-3,5,7-trien-2-one 90% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: A product formed from the photochemical reaction of Dextromethorphan (D299455) after light or sunlight exposure.

Technology Process of 10-Keto DextroMethorphan

There total 10 articles about 10-Keto DextroMethorphan 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%

dextromethorphan hydrobromide (125-68-8,125-69-9,6031-86-3,111766-17-7) → 10-keto-3-methoxy-17-methyl-(9α,13α,14α)-morphinan (18050-88-9,57969-05-8) + 10β-hydroxy-3-methoxy-17-methyl-(9α,13α,14α)-morphinan (57912-50-2,111529-71-6,120442-81-1,133443-97-7) + C18H25NO*ClH (18609-21-7)

Guidance literature:

With oxygen; iron(III) chloride; In hydrogenchloride; for 22h; Irradiation; in borosilicate vessel;

DOI:10.1248/cpb.37.308

Reference yield: 59.0%

3-methoxymorphinan-10-one + dimethyl sulfate (77-78-1) → (9α,13α,14α)-3-methoxy-17-methylmorphinan-10-one (57969-05-8)

Guidance literature:

In toluene; for 2.5h; Solvent; Reflux;

Reference yield: 9.0%

dextromethorphan (125-71-3,1453167-99-1) → (9α,14α)-3-methoxy-17-methylmorphinan-10-ol + (9α,13α,14α)-3-methoxy-17-methylmorphinan-10-one (57969-05-8)

Guidance literature:

With hydrogenchloride; iron(III) chloride hexahydrate; In water; acetonitrile; at 20 ℃; for 48h; chemoselective reaction;

DOI:10.1016/j.xphs.2018.10.059

upstream raw materials:

dextromethorphan

water

dextromethorphan hydrobromide, monohydrate

dimethyl sulfate

Downstream raw materials:

dextromethorphan

ent-3-methoxy-17-methyl-morphinan-10β-ol

ent-17-benzyl-3-methoxy-17-methyl-9,10-didehydro-9,17-seco-morphinane

ent-(17Ξ)-17-benzyl-3-methoxy-17-methyl-morphinanium; bromide

Refernces

• 1、 -. "Synthesis method of impurity 3-methoxy-17-methylmorphinan-10-one enantiomer of dextromethorphan". Paragraph 0052-0054; 0066-0068; 0079-0081. . Retrieved 2017/03/25.