17-(cyclopropylmethyl)-6,7-dehydro-4,5α-epoxy-3-(p-tosyloxy)-14-hydroxy-1'-(2-fluoroethyl)-6,7-2',3'-indolomorphinan

Base Information

• Chemical Name: 17-(cyclopropylmethyl)-6,7-dehydro-4,5α-epoxy-3-(p-tosyloxy)-14-hydroxy-1'-(2-fluoroethyl)-6,7-2',3'-indolomorphinan
• CAS No.: 221103-42-0
• Molecular Formula: C₃₅H₃₅FN₂O₅S
• Molecular Weight: 614.738
• Mol file: 221103-42-0.mol

Synonyms:17-(cyclopropylmethyl)-6,7-dehydro-4,5α-epoxy-3-(p-tosyloxy)-14-hydroxy-1'-(2-fluoroethyl)-6,7-2',3'-indolomorphinan

Chemical Property of 17-(cyclopropylmethyl)-6,7-dehydro-4,5α-epoxy-3-(p-tosyloxy)-14-hydroxy-1'-(2-fluoroethyl)-6,7-2',3'-indolomorphinan

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 17-(cyclopropylmethyl)-6,7-dehydro-4,5α-epoxy-3-(p-tosyloxy)-14-hydroxy-1'-(2-fluoroethyl)-6,7-2',3'-indolomorphinan

There total 3 articles about 17-(cyclopropylmethyl)-6,7-dehydro-4,5α-epoxy-3-(p-tosyloxy)-14-hydroxy-1'-(2-fluoroethyl)-6,7-2',3'-indolomorphinan 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: 58.0%

2-fluoroethyl bromide (762-49-2) + 17-(cyclopropylmethyl)-6,7-dehydro-4,5α-epoxy-3-(p-tosyloxy)-14-hydroxy-6,7-2',3'-indolomorphinan (221103-41-9) → 17-(cyclopropylmethyl)-6,7-dehydro-4,5α-epoxy-3-(p-tosyloxy)-14-hydroxy-1'-(2-fluoroethyl)-6,7-2',3'-indolomorphinan (221103-42-0)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 20 - 80 ℃; for 24h;

DOI:10.1002/(SICI)1099-1344(199901)42:1<43::AID-JLCR165>3.0.CO;2-2

Reference yield:

naltrindole (111555-53-4) → 17-(cyclopropylmethyl)-6,7-dehydro-4,5α-epoxy-3-(p-tosyloxy)-14-hydroxy-1'-(2-fluoroethyl)-6,7-2',3'-indolomorphinan (221103-42-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 79 percent / potassium carbonate / acetone / 3 h / Heating

2: 58 percent / NaH / dimethylformamide / 24 h / 20 - 80 °C

With sodium hydride; potassium carbonate; In N,N-dimethyl-formamide; acetone; 1: Tosylation / 2: Alkylation;

DOI:10.1002/(SICI)1099-1344(199901)42:1<43::AID-JLCR165>3.0.CO;2-2

Reference yield:

p-toluenesulfonyl chloride (98-59-9) → 17-(cyclopropylmethyl)-6,7-dehydro-4,5α-epoxy-3-(p-tosyloxy)-14-hydroxy-1'-(2-fluoroethyl)-6,7-2',3'-indolomorphinan (221103-42-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 79 percent / potassium carbonate / acetone / 3 h / Heating

2: 58 percent / NaH / dimethylformamide / 24 h / 20 - 80 °C

With sodium hydride; potassium carbonate; In N,N-dimethyl-formamide; acetone; 1: Tosylation / 2: Alkylation;

DOI:10.1002/(SICI)1099-1344(199901)42:1<43::AID-JLCR165>3.0.CO;2-2

upstream raw materials:

2-fluoroethyl bromide

17-(cyclopropylmethyl)-6,7-dehydro-4,5α-epoxy-3-(p-tosyloxy)-14-hydroxy-6,7-2',3'-indolomorphinan

naltrindole

p-toluenesulfonyl chloride