propan-2-yl (5Z)-7-[(1R,2R,3R,5S)-3,5-bis(acetyloxy)-2-[(1E)-3-oxo-4-phenoxybut-1-en-1-yl]cyclopentyl]hept-5-enoate

Base Information

• Chemical Name: propan-2-yl (5Z)-7-[(1R,2R,3R,5S)-3,5-bis(acetyloxy)-2-[(1E)-3-oxo-4-phenoxybut-1-en-1-yl]cyclopentyl]hept-5-enoate
• CAS No.: 1559057-59-8
• Molecular Formula: C₂₉H₃₈O₈
• Molecular Weight: 514.616

Synonyms:propan-2-yl (5Z)-7-[(1R,2R,3R,5S)-3,5-bis(acetyloxy)-2-[(1E)-3-oxo-4-phenoxybut-1-en-1-yl]cyclopentyl]hept-5-enoate

Chemical Property of propan-2-yl (5Z)-7-[(1R,2R,3R,5S)-3,5-bis(acetyloxy)-2-[(1E)-3-oxo-4-phenoxybut-1-en-1-yl]cyclopentyl]hept-5-enoate

Chemical Property:

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Technology Process of propan-2-yl (5Z)-7-[(1R,2R,3R,5S)-3,5-bis(acetyloxy)-2-[(1E)-3-oxo-4-phenoxybut-1-en-1-yl]cyclopentyl]hept-5-enoate

There total 8 articles about propan-2-yl (5Z)-7-[(1R,2R,3R,5S)-3,5-bis(acetyloxy)-2-[(1E)-3-oxo-4-phenoxybut-1-en-1-yl]cyclopentyl]hept-5-enoate 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: 91.0%

isopropyl (Z)-7-((1R,2R,3R,5S)-5-acetoxy-3-hydroxy-2-((E)-3-oxo-4-phenoxybut-1-en-1-yl)-cyclopentyl)hept-5-enoate + acetyl chloride (75-36-5) → propan-2-yl (5Z)-7-[(1R,2R,3R,5S)-3,5-bis(acetyloxy)-2-[(1E)-3-oxo-4-phenoxybut-1-en-1-yl]cyclopentyl]hept-5-enoate (1559057-59-8)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 20 ℃; for 15h; Reagent/catalyst; Solvent; Temperature; Inert atmosphere;

Reference yield: 76.5%

isopropyl (Z)-7-((1R,2R,3R,5S)-5-acetoxy-3-hydroxy-2-((E)-3-oxo-4-phenoxybut-1-en-1-yl)-cyclopentyl)hept-5-enoate + acetic anhydride (108-24-7) → propan-2-yl (5Z)-7-[(1R,2R,3R,5S)-3,5-bis(acetyloxy)-2-[(1E)-3-oxo-4-phenoxybut-1-en-1-yl]cyclopentyl]hept-5-enoate (1559057-59-8)

Guidance literature:

With pyridine; dmap; at -20 ℃; for 24h; Inert atmosphere;

Reference yield: 70.0%

(Z)-isopropyl 7-((1R,2R,3R,5S)-3,5-dihydroxy-2-((E)-3-oxo-4-phenoxybut-1-en-1-yl)cyclopentyl)hept-5-enoate (1559057-45-2) + acetic anhydride (108-24-7) → propan-2-yl (5Z)-7-[(1R,2R,3R,5S)-3,5-bis(acetyloxy)-2-[(1E)-3-oxo-4-phenoxybut-1-en-1-yl]cyclopentyl]hept-5-enoate (1559057-59-8)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 25 ℃; for 1h;

upstream raw materials:

C₂₅H₃₆O₆

(Z)-isopropyl 7-((1R,2R,3R,5S)-3,5-dihydroxy-2-((E)-3-oxo-4-phenoxybut-1-en-1-yl)cyclopentyl)hept-5-enoate

acetic anhydride

(Z)-isopropyl 7-((1R,5S,6R,7R)-7-((E)-3-hydroxy-4-phenoxybut-1-en-1-yl)-3-phenyl-2,4-dioxa-3-borabicyclo[3.2.1]octan-6-yl)hept-5-enoate

Downstream raw materials:

propan-2-yl (5Z)-7-[(1R,2R,3R,5S)-3,5-bis(acetyloxy)-2-[(1E)-3,3-difluoro-4-phenoxybut-1-en-1-yl]cyclopentyl]hept-5-enoate

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