4,5α-epoxy-3-methoxy-17-methyl-7α-<(tosyloxy)methyl>-6β,7β-(oxymethylene)morphinan

Base Information

• Chemical Name: 4,5α-epoxy-3-methoxy-17-methyl-7α-<(tosyloxy)methyl>-6β,7β-(oxymethylene)morphinan
• CAS No.: 85454-93-9
• Molecular Formula: C₂₇H₃₁NO₆S
• Molecular Weight: 497.612
• Mol file: 85454-93-9.mol

Synonyms:4,5α-epoxy-3-methoxy-17-methyl-7α-<(tosyloxy)methyl>-6β,7β-(oxymethylene)morphinan

Chemical Property of 4,5α-epoxy-3-methoxy-17-methyl-7α-<(tosyloxy)methyl>-6β,7β-(oxymethylene)morphinan

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4,5α-epoxy-3-methoxy-17-methyl-7α-<(tosyloxy)methyl>-6β,7β-(oxymethylene)morphinan

There total 3 articles about 4,5α-epoxy-3-methoxy-17-methyl-7α-<(tosyloxy)methyl>-6β,7β-(oxymethylene)morphinan 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: 73.0%

7,7-bis<(tosyloxy)methyl>-4,5α-epoxy-3-methoxy-17-methylmorphinan-6β-ol (77794-00-4) → 4,5α-epoxy-3-methoxy-17-methyl-7α-<(tosyloxy)methyl>-6β,7β-(oxymethylene)morphinan (85454-93-9)

Guidance literature:

With sodium hydroxide; In butanone; for 2h; Heating;

DOI:10.1021/jo00159a005

Reference yield:

7,7-bis(hydroxymethyl)-4,5α-epoxy-3-methoxy-17-methylmorphinan-6β-ol hydrochloride (77794-06-0) → 4,5α-epoxy-3-methoxy-17-methyl-7α-<(tosyloxy)methyl>-6β,7β-(oxymethylene)morphinan (85454-93-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 13 percent / pyridine / Ambient temperature

2: 73 percent / 1N NaOH / butan-2-one / 2 h / Heating

With sodium hydroxide; In pyridine; butanone;

DOI:10.1021/jo00159a005

Reference yield:

p-toluenesulfonyl chloride (98-59-9) → 4,5α-epoxy-3-methoxy-17-methyl-7α-<(tosyloxy)methyl>-6β,7β-(oxymethylene)morphinan (85454-93-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 13 percent / pyridine / Ambient temperature

2: 73 percent / 1N NaOH / butan-2-one / 2 h / Heating

With sodium hydroxide; In pyridine; butanone;

DOI:10.1021/jo00159a005

upstream raw materials:

7,7-bis<(tosyloxy)methyl>-4,5α-epoxy-3-methoxy-17-methylmorphinan-6β-ol

7,7-bis(hydroxymethyl)-4,5α-epoxy-3-methoxy-17-methylmorphinan-6β-ol hydrochloride

p-toluenesulfonyl chloride

Downstream raw materials:

4,5α-epoxy-3-methoxy-17-methyl-7α-(4-phenyl-1,3-butadienyl)-6β,7β-(oxymethylene)morphinan

4,5α-epoxy-3-methoxy-17-methyl-7α-(4-phenylbutyl)-6β,7β-(oxymethylene)morphinan

7β-(chloromethyl)-4,5α-epoxy-3-methoxy-17-methyl-7α-(4-phenylbutyl)morphinan-6β-ol