dimethyl 2,3-diphenoxybutanedioate

Base Information

• Chemical Name: dimethyl 2,3-diphenoxybutanedioate
• CAS No.: 7239-97-6
• Molecular Formula: C20H23 N O5
• Molecular Weight: 357.406
• Mol file: 7239-97-6.mol

Synonyms:Allopseudocodeine,14-hydroxy-, 8-acetate (7CI); Allopseudocodeine, 14-hydroxy-, acetate (6CI);Morphinan-8a,14-diol, 6,7-didehydro-4,5a-epoxy-3-methoxy-17-methyl-,8-acetate (8CI); 14-Hydroxyallopseudocodeine 8-acetate

Chemical Property of dimethyl 2,3-diphenoxybutanedioate

Chemical Property:

• Vapor Pressure: 1.56E-08mmHg at 25°C
• Boiling Point: 456.9oC at 760 mmHg
• Flash Point: 200.9oC
• PSA: 71.06000
• Density: 1.214g/cm3
• LogP: 2.22760

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of dimethyl 2,3-diphenoxybutanedioate

There total 8 articles about dimethyl 2,3-diphenoxybutanedioate 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: 83.2%

3-methoxy-4,5α,8β,14β-diepoxy-6,7-didehydro-17-methylmorphinan (24184-31-4) + acetic acid (64-19-7,77671-22-8) → 3-methoxy-4,5α-epoxy-6,7-didehydro-8α-acetoxy-14-hydroxy-17-methylmorphinan (7239-97-6)

Guidance literature:

In water; at 70 ℃; for 1.5h;

Reference yield:

6-demethoxythebaine (73294-93-6) → 3-methoxy-4,5α-epoxy-6,7-didehydro-8α-acetoxy-14-hydroxy-17-methylmorphinan (7239-97-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 25.3 percent / 30percent hydrogen peroxide / 0.42 h / 40 °C

2: 83.2 percent / H₂O / 1.5 h / 70 °C

With dihydrogen peroxide; In water;

Reference yield:

14-hydroxycodeinone (508-54-3) → 3-methoxy-4,5α-epoxy-6,7-didehydro-8α-acetoxy-14-hydroxy-17-methylmorphinan (7239-97-6)

Guidance literature:

Multi-step reaction with 3 steps

1: NaBH₄ / dioxane

2: pyridine

3: aq. acetic acid / Heating

With sodium tetrahydroborate; In 1,4-dioxane; pyridine; acetic acid;

DOI:10.1039/jr9600000773

upstream raw materials:

4,5α-epoxy-3-methoxy-17-methyl-6α-(toluene-4-sulfonyloxy)-morphin-7-en-14-ol

3-methoxy-4,5α,8β,14β-diepoxy-6,7-didehydro-17-methylmorphinan

acetic acid

6-demethoxythebaine

Downstream raw materials:

4,5α-epoxy-3-methoxy-17-methyl-(14ξ)-morphin-6-en-8-one

Refernces