(5Z)-(9R,11R,15R)-11,15-bis(tetrahydropyran-2-yloxy)-9-chloro-15-cyclohexyl-3-oxa-16,17,18,19,20-pentanor-5-prostenoic acid t-butyl ester

Base Information

• Chemical Name: (5Z)-(9R,11R,15R)-11,15-bis(tetrahydropyran-2-yloxy)-9-chloro-15-cyclohexyl-3-oxa-16,17,18,19,20-pentanor-5-prostenoic acid t-butyl ester
• CAS No.: 170290-78-5
• Molecular Formula: C₃₄H₅₇ClO₇
• Molecular Weight: 613.275

Synonyms:(5Z)-(9R,11R,15R)-11,15-bis(tetrahydropyran-2-yloxy)-9-chloro-15-cyclohexyl-3-oxa-16,17,18,19,20-pentanor-5-prostenoic acid t-butyl ester

Chemical Property of (5Z)-(9R,11R,15R)-11,15-bis(tetrahydropyran-2-yloxy)-9-chloro-15-cyclohexyl-3-oxa-16,17,18,19,20-pentanor-5-prostenoic acid t-butyl ester

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Technology Process of (5Z)-(9R,11R,15R)-11,15-bis(tetrahydropyran-2-yloxy)-9-chloro-15-cyclohexyl-3-oxa-16,17,18,19,20-pentanor-5-prostenoic acid t-butyl ester

There total 1 articles about (5Z)-(9R,11R,15R)-11,15-bis(tetrahydropyran-2-yloxy)-9-chloro-15-cyclohexyl-3-oxa-16,17,18,19,20-pentanor-5-prostenoic acid t-butyl ester 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: 34.0%

(5Z)-(9S,11R,15R)-11,15-bis(tetrahydropyran-2-yloxy)-15-cyclohexyl-9-hydroxy-3-oxa-16,17,18,19,20-pentanor-5-prostenoic acid t-butyl ester (170290-77-4) → (5Z)-(9R,11R,15R)-11,15-bis(tetrahydropyran-2-yloxy)-9-chloro-15-cyclohexyl-3-oxa-16,17,18,19,20-pentanor-5-prostenoic acid t-butyl ester (170290-78-5) + {(Z)-4-[(4R,5R)-2-Chloro-5-[(R)-3-cyclohexyl-3-(tetrahydro-pyran-2-yloxy)-propyl]-4-(tetrahydro-pyran-2-yloxy)-cyclopent-1-enyl]-but-2-enyloxy}-acetic acid tert-butyl ester

Guidance literature:

With tetrachloromethane; triphenylphosphine; In pyridine; acetonitrile; for 17h;

DOI:10.1016/S0968-0896(02)00016-0

Reference yield: 100.0%

(5Z)-(9R,11R,15R)-11,15-bis(tetrahydropyran-2-yloxy)-9-chloro-15-cyclohexyl-3-oxa-16,17,18,19,20-pentanor-5-prostenoic acid t-butyl ester (170290-78-5) → (5Z)-(9R,11R,15R)-9-chloro-15-cyclohexyl-11,15-dihydroxy-3-oxa-16,17,18,19,20-pentanor-5-prostenoic acid t-butyl ester (170291-05-1)

Guidance literature:

With acetic acid; In water; at 65 - 70 ℃; for 0.75h;

DOI:10.1016/S0968-0896(02)00016-0

Reference yield: 87.0%

(5Z)-(9R,11R,15R)-11,15-bis(tetrahydropyran-2-yloxy)-9-chloro-15-cyclohexyl-3-oxa-16,17,18,19,20-pentanor-5-prostenoic acid t-butyl ester (170290-78-5) → (5Z)-(9R,11R,15R)-11,15-bis(tetrahydropyran-2-yloxy)-9-chloro-15-cyclohexyl-3-oxa-16,17,18,19,20-pentanor-5-prostenol (171104-15-7)

Guidance literature:

With diisobutylaluminium hydride; In tetrahydrofuran; toluene; at 0 ℃; for 2.5h;

DOI:10.1016/S0968-0896(02)00016-0

upstream raw materials:

(5Z)-(9S,11R,15R)-11,15-bis(tetrahydropyran-2-yloxy)-15-cyclohexyl-9-hydroxy-3-oxa-16,17,18,19,20-pentanor-5-prostenoic acid t-butyl ester

Downstream raw materials:

(5Z)-(9R,11R,15R)-9-chloro-15-cyclohexyl-11,15-dihydroxy-3-oxa-16,17,18,19,20-pentanor-5-prostenoic acid t-butyl ester

(5Z)-(9R,11R,15R)-11,15-bis(tetrahydropyran-2-yloxy)-9-chloro-15-cyclohexyl-3-oxa-16,17,18,19,20-pentanor-5-prostenol

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