ethyl 7-<(1R*,2S*,3R*)-2-(dimethoxymethyl)-5-oxo-3-phenylcyclopentyl>heptanoate

Base Information

• Chemical Name: ethyl 7-<(1R*,2S*,3R*)-2-(dimethoxymethyl)-5-oxo-3-phenylcyclopentyl>heptanoate
• CAS No.: 81424-25-1
• Molecular Formula: C₂₃H₃₄O₅
• Molecular Weight: 390.52

Synonyms:ethyl 7-<(1R*,2S*,3R*)-2-(dimethoxymethyl)-5-oxo-3-phenylcyclopentyl>heptanoate

Chemical Property of ethyl 7-<(1R*,2S*,3R*)-2-(dimethoxymethyl)-5-oxo-3-phenylcyclopentyl>heptanoate

Chemical Property:

Purity/Quality:

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Technology Process of ethyl 7-<(1R*,2S*,3R*)-2-(dimethoxymethyl)-5-oxo-3-phenylcyclopentyl>heptanoate

There total 4 articles about ethyl 7-<(1R*,2S*,3R*)-2-(dimethoxymethyl)-5-oxo-3-phenylcyclopentyl>heptanoate 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: 99.0%

ethyl 7-<(1R*,2S*,3R*)-2-(dimethoxymethyl)-5-oxo-3-phenylcyclopentyl>-5-heptynoate (81424-24-0) → ethyl 7-<(1R*,2S*,3R*)-2-(dimethoxymethyl)-5-oxo-3-phenylcyclopentyl>heptanoate (81424-25-1)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethyl acetate; for 16h;

DOI:10.1021/jo00134a011

Reference yield:

7-iodo-5-heptynoic acid ethyl ester (81424-59-1) → ethyl 7-<(1R*,2S*,3R*)-2-(dimethoxymethyl)-5-oxo-3-phenylcyclopentyl>heptanoate (81424-25-1)

Guidance literature:

Multi-step reaction with 3 steps

1: KH / 16 h

2: 99 percent / sodium cyanide / hexamethylphosphoric acid triamide / 6 h / 75 - 80 °C

3: 99 percent / H₂ / Pd/C / ethyl acetate / 16 h

With sodium cyanide; hydrogen; potassium hydride; palladium on activated charcoal; In N,N,N,N,N,N-hexamethylphosphoric triamide; ethyl acetate;

DOI:10.1021/jo00134a011

Reference yield:

methyl (1R*,2S*,3R*)-2-(dimethoxymethyl)-3-phenyl-5-oxocyclopentanecarboxylate (81424-22-8) → ethyl 7-<(1R*,2S*,3R*)-2-(dimethoxymethyl)-5-oxo-3-phenylcyclopentyl>heptanoate (81424-25-1)

Guidance literature:

Multi-step reaction with 3 steps

1: KH / 16 h

2: 99 percent / sodium cyanide / hexamethylphosphoric acid triamide / 6 h / 75 - 80 °C

3: 99 percent / H₂ / Pd/C / ethyl acetate / 16 h

With sodium cyanide; hydrogen; potassium hydride; palladium on activated charcoal; In N,N,N,N,N,N-hexamethylphosphoric triamide; ethyl acetate;

DOI:10.1021/jo00134a011

upstream raw materials:

ethyl 7-<(1R*,2S*,3R*)-2-(dimethoxymethyl)-5-oxo-3-phenylcyclopentyl>-5-heptynoate

7-iodo-5-heptynoic acid ethyl ester

methyl (1R*,2S*,3R*)-2-(dimethoxymethyl)-3-phenyl-5-oxocyclopentanecarboxylate

ethyl 7-<(1R*S*,2S*,3R*)-1-carbomethoxy-2-(dimethoxymethyl)-5-oxo-3-phenylcyclopentyl>-5-heptynoate

Downstream raw materials:

(+/-)-11α-phenyl-15-dehydro-11-deoxy-PGE₁ ethyl ester

7-((1S,2R,3S)-2-Formyl-5-oxo-3-phenyl-cyclopentyl)-heptanoic acid ethyl ester

7-[(1R,2S,3R)-2-((E)-3-Hydroxy-oct-1-enyl)-5-oxo-3-phenyl-cyclopentyl]-heptanoic acid

7-[(1R,2S,3R)-2-((E)-(S)-3-Hydroxy-oct-1-enyl)-5-oxo-3-phenyl-cyclopentyl]-heptanoic acid

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