ATM4 4-Acetoxy Analog

Base Information

• Chemical Name: ATM4 4-Acetoxy Analog
• CAS No.: 91295-74-8
• Molecular Formula: C₂₃H₂₅NO₅
• Molecular Weight: 395.455
• Mol file: 91295-74-8.mol

Synonyms:ATM4 4-ACETOXY ANALOG;4-acetoxy-3,6-dimethoxy-8-(2-(N-methylacetamido)ethyl)phenanthrene;3,6-Dimethoxy-4-acetoxy-8-[2-(N-methylacetamido)-ethyl]phenanthrene;

Chemical Property of ATM4 4-Acetoxy Analog

Chemical Property:

• PSA: 65.07000
• LogP: 3.95630

Purity/Quality:

99% ^*data from raw suppliers

ATM44-AcetoxyAnalog ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: The acetylation of opium with acetic anhydride, which converts morphine to heroin, produces a variety of other acetylated products from other endogenous alkaloids, including thebaine. ATM4 4-acetoxy analog (Item No. 15498) is an analytical reference standard categorized as a potential impurity in the synthesis of heroin (Item Nos. ISO60187 | 9001543). ATM4 4-acetoxy analog has been found in seized heroin samples. This product is intended for research and forensic applications.
• Uses: ATM4 4-Acetoxy Analog is an impurity of illicit heroin.

Technology Process of ATM4 4-Acetoxy Analog

There total 3 articles about ATM4 4-Acetoxy Analog 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: 15.0%

acetic anhydride (108-24-7) + Δ5,7,9(14)-N-Acetyldesthebaine (91295-73-7) → 3,6-Dimethoxy-4-acetoxyphenanthrene (47192-97-2) + 4-acetoxy-3,6-dimethoxy-8-<2-(N-methylacetamido)ethyl>phenanthrene (91295-74-8) + 3,6-Dimethoxy-4-acetoxy-5-<2-(N-methylacetamido)-ethyl>phenanthrene (89469-84-1)

Guidance literature:

With lithium chloride; at 100 ℃; for 6h; Yields of byproduct given;

DOI:10.1021/jo00193a005

Reference yield:

thebaine (115-37-7) + acetic anhydride (108-24-7) → 4-acetoxy-3,6-dimethoxy-8-<2-(N-methylacetamido)ethyl>phenanthrene (91295-74-8)

Guidance literature:

With methanesulfonic acid; Multistep reaction;

DOI:10.1021/jo00193a005

Reference yield:

thebaine (115-37-7) + acetic anhydride (108-24-7) → 3,6-Dimethoxy-4-acetoxyphenanthrene (47192-97-2) + 3,6-dimethoxyphenanthreno<4,5-bcd>furan (4504-42-1) + α-thebaol (481-81-2) + 4-acetoxy-3,6-dimethoxy-8-<2-(N-methylacetamido)ethyl>phenanthrene (91295-74-8) + Δ5,7,9(14)-N-Acetyldesthebaine (91295-73-7) + 3,6-Dimethoxy-4-acetoxy-5-<2-(N-methylacetamido)-ethyl>phenanthrene (89469-84-1)

Guidance literature:

In neat (no solvent); at 100 ℃; for 1h; Product distribution; Mechanism; effect of additives;

DOI:10.1021/jo00193a005

upstream raw materials:

thebaine

acetic anhydride

Δ^5,7,9(14)-N-Acetyldesthebaine

Refernces