16-<3-(trifluoromethyl)phenoxy>-2,3,17,18,19,20-hexanorprostaglandin F_1α methyl ester 11,15αβ-bis(tetrahydropyran-2-yl ether)

Base Information

• Chemical Name: 16-<3-(trifluoromethyl)phenoxy>-2,3,17,18,19,20-hexanorprostaglandin F_1α methyl ester 11,15αβ-bis(tetrahydropyran-2-yl ether)
• CAS No.: 73275-78-2
• Molecular Formula: C₃₂H₄₅F₃O₈
• Molecular Weight: 614.7

Synonyms:16-<3-(trifluoromethyl)phenoxy>-2,3,17,18,19,20-hexanorprostaglandin F_1α methyl ester 11,15αβ-bis(tetrahydropyran-2-yl ether)

Chemical Property of 16-<3-(trifluoromethyl)phenoxy>-2,3,17,18,19,20-hexanorprostaglandin F_1α methyl ester 11,15αβ-bis(tetrahydropyran-2-yl ether)

Chemical Property:

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Technology Process of 16-<3-(trifluoromethyl)phenoxy>-2,3,17,18,19,20-hexanorprostaglandin F_1α methyl ester 11,15αβ-bis(tetrahydropyran-2-yl ether)

There total 2 articles about 16-<3-(trifluoromethyl)phenoxy>-2,3,17,18,19,20-hexanorprostaglandin F_1α methyl ester 11,15αβ-bis(tetrahydropyran-2-yl ether) 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:

(5Z,E)-16-<3-(trifluoromethyl)phenoxy>-2,3,17,18,19,20-hexanorprostaglandin F2α 11,15αβ-bis(tetrahydropyran-2-yl ether) (73275-77-1) → 16-<3-(trifluoromethyl)phenoxy>-2,3,17,18,19,20-hexanorprostaglandin F1α methyl ester 11,15αβ-bis(tetrahydropyran-2-yl ether) (73275-78-2)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / 5percent Pd/C / methanol / 25 °C / 760 Torr

2: diethyl ether

With hydrogen; palladium on activated charcoal; In methanol; diethyl ether;

DOI:10.1021/jm00179a011

Reference yield:

diazomethane (186581-53-3,908094-01-9,334-88-3) + 5-{(1R,2R,3R,5S)-5-Hydroxy-3-(tetrahydro-pyran-2-yloxy)-2-[(E)-(R)-3-(tetrahydro-pyran-2-yloxy)-4-(3-trifluoromethyl-phenoxy)-but-1-enyl]-cyclopentyl}-pentanoic acid → 16-<3-(trifluoromethyl)phenoxy>-2,3,17,18,19,20-hexanorprostaglandin F1α methyl ester 11,15αβ-bis(tetrahydropyran-2-yl ether) (73275-78-2)

Guidance literature:

In diethyl ether; Yield given;

DOI:10.1021/jm00179a011

Reference yield: 100.0%

16-<3-(trifluoromethyl)phenoxy>-2,3,17,18,19,20-hexanorprostaglandin F1α methyl ester 11,15αβ-bis(tetrahydropyran-2-yl ether) (73275-78-2) → 16-<3-(trifluoromethyl)phenoxy>-2,3,17,18,19,20-hexanorprost-13-en-1-al 11,15αβ-bis(tetrahydropyran-2-yl ether) (61903-05-7)

Guidance literature:

With diisobutylaluminium hydride; In toluene; at -78 ℃; for 0.5h;

DOI:10.1021/jm00179a011

upstream raw materials:

diazomethane

(5Z,E)-16-<3-(trifluoromethyl)phenoxy>-2,3,17,18,19,20-hexanorprostaglandin F_2α 11,15αβ-bis(tetrahydropyran-2-yl ether)

Downstream raw materials:

16-<3-(trifluoromethyl)phenoxy>-2,3,17,18,19,20-hexanorprost-13-en-1-al 11,15αβ-bis(tetrahydropyran-2-yl ether)

2α-(6,6-dibromo-5-hexenyl)-3β-<4-<3-(trifluoromethyl)phenoxy>-3αβ-(tetrahydropyran-2-yloxy)-1-trans-butenyl>-4α-(tetrahydropyran-2-yloxy)cyclopentan-1-ol

16-<3-(trifluoromethyl)phenoxy>-17,18,19,20-tetranor-2,3-cis-didehydroprostaglandin F_1α 11,15αβ-bis(tetrahydropyran-2-yl ether)

16-<3-(trifluoromethyl)phenoxy>-17,18,19,20-tetranor-2,2,3,3-tetradehydroprostaglandin F_1α 11,15αβ-bis(tetrahydropyran-2-yl ether)

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