16,16,17,17-tetradehydro-17-(4-chlorophenyl)-18,19,20-trinorprostaglandin F_2α methyl ester

Base Information

• Chemical Name: 16,16,17,17-tetradehydro-17-(4-chlorophenyl)-18,19,20-trinorprostaglandin F_2α methyl ester
• CAS No.: 73257-30-4
• Molecular Formula: C₂₄H₂₉ClO₅
• Molecular Weight: 432.944

Synonyms:16,16,17,17-tetradehydro-17-(4-chlorophenyl)-18,19,20-trinorprostaglandin F_2α methyl ester

Chemical Property of 16,16,17,17-tetradehydro-17-(4-chlorophenyl)-18,19,20-trinorprostaglandin F_2α methyl ester

Chemical Property:

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Technology Process of 16,16,17,17-tetradehydro-17-(4-chlorophenyl)-18,19,20-trinorprostaglandin F_2α methyl ester

There total 3 articles about 16,16,17,17-tetradehydro-17-(4-chlorophenyl)-18,19,20-trinorprostaglandin F_2α methyl 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: 26.0%

16,16,17,17-tetradehydro-17-(4-chlorophenyl)-18,19,20-trinorprostaglandin F2α 9,11-diacetate methyl ester (73257-38-2,73306-94-2) → (Z)-7-{(1R,2R,3R,5S)-2-[(E)-(S)-5-(4-Chloro-phenyl)-3-hydroxy-pent-1-en-4-ynyl]-3,5-dihydroxy-cyclopentyl}-hept-5-enoic acid methyl ester (73285-85-5) + 16,16,17,17-tetradehydro-17-(4-chlorophenyl)-18,19,20-trinorprostaglandin F2α methyl ester (73257-30-4)

Guidance literature:

With potassium carbonate; In methanol; at 40 - 45 ℃; for 1h;

DOI:10.1021/jm00179a010

Reference yield:

(5Z,13E)-(8R,9S,11R,12R)-9,11-Bis(acetoxy)-15-oxo-16,17,18,19,20-pentanor-prostadienoic Acid Methyl Ester (58611-87-3) → 16,16,17,17-tetradehydro-17-(4-chlorophenyl)-18,19,20-trinorprostaglandin F2α methyl ester (73257-30-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 79 percent / tetrahydrofuran / 1 h / -78 °C

2: 26 percent / K₂CO₃ / methanol / 1 h / 40 - 45 °C

With potassium carbonate; In tetrahydrofuran; methanol;

DOI:10.1021/jm00179a010

Reference yield:

lithium 4-chlorophenylacetylide (62440-19-1) → 16,16,17,17-tetradehydro-17-(4-chlorophenyl)-18,19,20-trinorprostaglandin F2α methyl ester (73257-30-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 79 percent / tetrahydrofuran / 1 h / -78 °C

2: 26 percent / K₂CO₃ / methanol / 1 h / 40 - 45 °C

With potassium carbonate; In tetrahydrofuran; methanol;

DOI:10.1021/jm00179a010

upstream raw materials:

16,16,17,17-tetradehydro-17-(4-chlorophenyl)-18,19,20-trinorprostaglandin F_2α 9,11-diacetate methyl ester

(5Z,13E)-(8R,9S,11R,12R)-9,11-Bis(acetoxy)-15-oxo-16,17,18,19,20-pentanor-prostadienoic Acid Methyl Ester

lithium 4-chlorophenylacetylide

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