N-DescyclopropylMethyl-N-Methoxycarbonyl-6,8-dehydro-3-O-Methyl Naltrexone

Base Information

• Chemical Name: N-DescyclopropylMethyl-N-Methoxycarbonyl-6,8-dehydro-3-O-Methyl Naltrexone
• CAS No.: 135042-90-9
• Molecular Formula: C₁₉H₁₉NO₅
• Molecular Weight: 341.364
• Mol file: 135042-90-9.mol

Synonyms:N-DescyclopropylMethyl-N-Methoxycarbonyl-6,8-dehydro-3-O-Methyl Naltrexone;(5α)-7,8-Didehydro-4,5-epoxy-3-Methoxy-6-oxo-Morphinan-17-carboxylic acid Methyl Ester

Chemical Property of N-DescyclopropylMethyl-N-Methoxycarbonyl-6,8-dehydro-3-O-Methyl Naltrexone

Chemical Property:

• PSA: 65.07000
• LogP: 1.78380

Purity/Quality:

97% ^*data from raw suppliers

N-Descyclopropylmethyl-N-methoxycarbonyl-6,8-dehydro-3-O-methyl naltrexone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: N-DescyclopropylMethyl-N-Methoxycarbonyl-6,8-dehydro-3-O-Methyl Naltrexone is a codeinone derivative (C635000).It is used in the preparation of Naltrexone by-product.

Technology Process of N-DescyclopropylMethyl-N-Methoxycarbonyl-6,8-dehydro-3-O-Methyl Naltrexone

There total 7 articles about N-DescyclopropylMethyl-N-Methoxycarbonyl-6,8-dehydro-3-O-Methyl Naltrexone 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%

(+/-)-N-(methoxycarbonyl)-N-northebaine (113948-35-9) → (+/-)-N-(methoxycarbonyl)-N-norcodeinone (113975-09-0,135042-90-9)

Guidance literature:

With hydrogen bromide; In dichloromethane; dibutyl ether; 1.) -10 deg C, 15 min, 2.) 0 deg C, 5 min;

DOI:10.1021/jo00245a035

Reference yield:

N-methyl 7,8-didehydro-4,5-epoxy-6-hydroxy-3-methoxy-(5α,6α)-morphinan carbamate (210754-24-8) → N-Carbomethoxynorcodeinone (135042-90-9)

Guidance literature:

With dipyridinium dichromate; In dichloromethane; for 21h; Yield given; Ambient temperature;

DOI:10.1021/ja00102a011

Reference yield:

codeine (76-57-3) → N-Carbomethoxynorcodeinone (135042-90-9)

Guidance literature:

Multi-step reaction with 2 steps

1: NaHCO₃ / CHCl₃ / 21 h / Heating

2: pyridinium dichromate / CH₂Cl₂ / 21 h / Ambient temperature

With dipyridinium dichromate; sodium hydrogencarbonate; In dichloromethane; chloroform;

DOI:10.1021/ja00102a011

upstream raw materials:

N-methyl 7,8-didehydro-4,5-epoxy-6-hydroxy-3-methoxy-(5α,6α)-morphinan carbamate

codeine

(+/-)-N-(methoxycarbonyl)-N-northebaine

(+/-)-16-carboxy-N-(methoxycarbonyl)-N-northebaine

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