(Z)-5-[(3R,3aR,5aS,6R,9aS,9bS)-3-((R)-1,5-Dimethyl-hexyl)-3a,6-dimethyl-8-oxo-dodecahydro-7-oxa-cyclopenta[a]naphthalen-6-yl]-pent-2-enenitrile

Base Information

• Chemical Name: (Z)-5-[(3R,3aR,5aS,6R,9aS,9bS)-3-((R)-1,5-Dimethyl-hexyl)-3a,6-dimethyl-8-oxo-dodecahydro-7-oxa-cyclopenta[a]naphthalen-6-yl]-pent-2-enenitrile
• CAS No.: 253343-12-3
• Molecular Formula: C₂₇H₄₃NO₂
• Molecular Weight: 413.644

Synonyms:

Chemical Property of (Z)-5-[(3R,3aR,5aS,6R,9aS,9bS)-3-((R)-1,5-Dimethyl-hexyl)-3a,6-dimethyl-8-oxo-dodecahydro-7-oxa-cyclopenta[a]naphthalen-6-yl]-pent-2-enenitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (Z)-5-[(3R,3aR,5aS,6R,9aS,9bS)-3-((R)-1,5-Dimethyl-hexyl)-3a,6-dimethyl-8-oxo-dodecahydro-7-oxa-cyclopenta[a]naphthalen-6-yl]-pent-2-enenitrile

There total 3 articles about (Z)-5-[(3R,3aR,5aS,6R,9aS,9bS)-3-((R)-1,5-Dimethyl-hexyl)-3a,6-dimethyl-8-oxo-dodecahydro-7-oxa-cyclopenta[a]naphthalen-6-yl]-pent-2-enenitrile 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: 12.3%

3-α-azido-B-homo-6-oxa-4,5-cholesten-7-one (219579-69-8) → [(1R,3aS,4R,5S,7aR)-5-((1Z,4Z)-5-Cyano-1-methyl-penta-1,4-dienyl)-1-((R)-1,5-dimethyl-hexyl)-7a-methyl-octahydro-inden-4-yl]-acetic acid + [(1R,3aS,4R,5S,7aR)-5-((1E,4Z)-5-Cyano-1-methyl-penta-1,4-dienyl)-1-((R)-1,5-dimethyl-hexyl)-7a-methyl-octahydro-inden-4-yl]-acetic acid + (Z)-5-[(3R,3aR,5aS,6S,9aS,9bS)-3-((R)-1,5-Dimethyl-hexyl)-3a,6-dimethyl-8-oxo-dodecahydro-7-oxa-cyclopenta[a]naphthalen-6-yl]-pent-2-enenitrile + (Z)-5-[(3R,3aR,5aS,6R,9aS,9bS)-3-((R)-1,5-Dimethyl-hexyl)-3a,6-dimethyl-8-oxo-dodecahydro-7-oxa-cyclopenta[a]naphthalen-6-yl]-pent-2-enenitrile (253343-12-3) + [(1R,3aS,4R,5S,7aR)-5-((Z)-5-Cyano-1-methylene-pent-4-enyl)-1-((R)-1,5-dimethyl-hexyl)-7a-methyl-octahydro-inden-4-yl]-acetic acid (219579-70-1)

Guidance literature:

With silica gel; at 180 ℃; for 1h; Mechanism;

DOI:10.1021/jm980500r

Reference yield: 9.5%

3-α-azido-B-homo-6-oxa-4,5-cholesten-7-one (219579-69-8) → [(1R,3aS,4R,5S,7aR)-5-((1Z,4Z)-5-Cyano-1-methyl-penta-1,4-dienyl)-1-((R)-1,5-dimethyl-hexyl)-7a-methyl-octahydro-inden-4-yl]-acetic acid + (Z)-5-[(3R,3aR,5aS,6S,9aS,9bS)-3-((R)-1,5-Dimethyl-hexyl)-3a,6-dimethyl-8-oxo-dodecahydro-7-oxa-cyclopenta[a]naphthalen-6-yl]-pent-2-enenitrile + (Z)-5-[(3R,3aR,5aS,6R,9aS,9bS)-3-((R)-1,5-Dimethyl-hexyl)-3a,6-dimethyl-8-oxo-dodecahydro-7-oxa-cyclopenta[a]naphthalen-6-yl]-pent-2-enenitrile (253343-12-3) + [(1R,3aS,4R,5S,7aR)-5-((Z)-5-Cyano-1-methylene-pent-4-enyl)-1-((R)-1,5-dimethyl-hexyl)-7a-methyl-octahydro-inden-4-yl]-acetic acid (219579-70-1)

Guidance literature:

With silica gel; at 180 ℃; for 1h; Further byproducts given;

DOI:10.1021/jm980500r

Reference yield: 9.2%

3-α-azido-B-homo-6-oxa-4,5-cholesten-7-one (219579-69-8) → [(1R,3aS,4R,5S,7aR)-5-((1E,4Z)-5-Cyano-1-methyl-penta-1,4-dienyl)-1-((R)-1,5-dimethyl-hexyl)-7a-methyl-octahydro-inden-4-yl]-acetic acid + (Z)-5-[(3R,3aR,5aS,6S,9aS,9bS)-3-((R)-1,5-Dimethyl-hexyl)-3a,6-dimethyl-8-oxo-dodecahydro-7-oxa-cyclopenta[a]naphthalen-6-yl]-pent-2-enenitrile + (Z)-5-[(3R,3aR,5aS,6R,9aS,9bS)-3-((R)-1,5-Dimethyl-hexyl)-3a,6-dimethyl-8-oxo-dodecahydro-7-oxa-cyclopenta[a]naphthalen-6-yl]-pent-2-enenitrile (253343-12-3) + [(1R,3aS,4R,5S,7aR)-5-((Z)-5-Cyano-1-methylene-pent-4-enyl)-1-((R)-1,5-dimethyl-hexyl)-7a-methyl-octahydro-inden-4-yl]-acetic acid (219579-70-1)

Guidance literature:

With silica gel; at 180 ℃; for 1h; Further byproducts given;

DOI:10.1021/jm980500r

upstream raw materials:

3-α-azido-B-homo-6-oxa-4,5-cholesten-7-one

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