4,5α-epoxy-3-methoxy-17-methyl-6β-(toluene-4-sulfonyloxy)-(14α)-morphinan-8α-ol

Base Information

• Chemical Name: 4,5α-epoxy-3-methoxy-17-methyl-6β-(toluene-4-sulfonyloxy)-(14α)-morphinan-8α-ol
• CAS No.: 16287-02-8
• Molecular Formula: C₂₅H₂₉NO₆S
• Molecular Weight: 471.574

Synonyms:4,5α-epoxy-3-methoxy-17-methyl-6β-(toluene-4-sulfonyloxy)-(14α)-morphinan-8α-ol

Chemical Property of 4,5α-epoxy-3-methoxy-17-methyl-6β-(toluene-4-sulfonyloxy)-(14α)-morphinan-8α-ol

Chemical Property:

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Technology Process of 4,5α-epoxy-3-methoxy-17-methyl-6β-(toluene-4-sulfonyloxy)-(14α)-morphinan-8α-ol

There total 4 articles about 4,5α-epoxy-3-methoxy-17-methyl-6β-(toluene-4-sulfonyloxy)-(14α)-morphinan-8α-ol 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:

isoneopine (16008-33-6) → 4,5α-epoxy-3-methoxy-17-methyl-6β-(toluene-4-sulfonyloxy)-(14α)-morphinan-8α-ol (16287-02-8)

Guidance literature:

Multi-step reaction with 2 steps

1: Py

2: (i) (hydroboration), (ii) (alkaline oxidation)

With pyridine;

DOI:10.1016/S0040-4039(00)90684-1

Reference yield:

p-toluenesulfonyl chloride (98-59-9) → 4,5α-epoxy-3-methoxy-17-methyl-6β-(toluene-4-sulfonyloxy)-(14α)-morphinan-8α-ol (16287-02-8)

Guidance literature:

Multi-step reaction with 2 steps

1: Py

2: (i) (hydroboration), (ii) (alkaline oxidation)

With pyridine;

DOI:10.1016/S0040-4039(00)90684-1

Reference yield:

4,5α-epoxy-3-methoxy-17-methyl-6β-(toluene-4-sulfonyloxy)-morphin-8(14)-ene (16286-98-9) → 4,5α-epoxy-3-methoxy-17-methyl-6β-(toluene-4-sulfonyloxy)-(14α)-morphinan-8α-ol (16287-02-8)

Guidance literature:

Multistep reaction; (i) (hydroboration), (ii) (alkaline oxidation);

DOI:10.1016/S0040-4039(00)90684-1

upstream raw materials:

4,5α-epoxy-3-methoxy-17-methyl-6β-(toluene-4-sulfonyloxy)-morphin-8(14)-ene

isoneopine

p-toluenesulfonyl chloride

Downstream raw materials:

6α-acetoxy-4,5α-epoxy-3-methoxy-17-methyl-8α-(toluene-4-sulfonyloxy)-morphinane

4,5α-epoxy-3-methoxy-17-methyl-8α-(toluene-4-sulfonyloxy)-(14α)-morphin-6-ene

4,5α-epoxy-3-methoxy-17-methyl-8α-(toluene-4-sulfonyloxy)-(14α)-morphinan-6α-ol

Neopin-acetat

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