[(3E,6E,9E)-(12R,14S)-12-Hydroxy-14-((E)-(S)-2-hydroxy-5-methyl-7-phenyl-hept-5-enyl)-10-methyl-2-oxo-oxacyclotetradeca-3,6,9-trien-4-yl]-acetic acid methyl ester

Base Information

• Chemical Name: [(3E,6E,9E)-(12R,14S)-12-Hydroxy-14-((E)-(S)-2-hydroxy-5-methyl-7-phenyl-hept-5-enyl)-10-methyl-2-oxo-oxacyclotetradeca-3,6,9-trien-4-yl]-acetic acid methyl ester
• CAS No.: 182511-42-8
• Molecular Formula: C₃₁H₄₂O₆
• Molecular Weight: 510.671

Synonyms:

Chemical Property of [(3E,6E,9E)-(12R,14S)-12-Hydroxy-14-((E)-(S)-2-hydroxy-5-methyl-7-phenyl-hept-5-enyl)-10-methyl-2-oxo-oxacyclotetradeca-3,6,9-trien-4-yl]-acetic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of [(3E,6E,9E)-(12R,14S)-12-Hydroxy-14-((E)-(S)-2-hydroxy-5-methyl-7-phenyl-hept-5-enyl)-10-methyl-2-oxo-oxacyclotetradeca-3,6,9-trien-4-yl]-acetic acid methyl ester

There total 1 articles about [(3E,6E,9E)-(12R,14S)-12-Hydroxy-14-((E)-(S)-2-hydroxy-5-methyl-7-phenyl-hept-5-enyl)-10-methyl-2-oxo-oxacyclotetradeca-3,6,9-trien-4-yl]-acetic acid 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:

diazomethane (186581-53-3,908094-01-9,334-88-3) + ripostatin B → [(3E,6E,9E)-(12R,14S)-12-Hydroxy-14-((E)-(S)-2-hydroxy-5-methyl-7-phenyl-hept-5-enyl)-10-methyl-2-oxo-oxacyclotetradeca-3,6,9-trien-4-yl]-acetic acid methyl ester (182511-42-8)

Guidance literature:

In methanol; diethyl ether; at 0 ℃;

DOI:10.1002/jlac.199619961026

Reference yield:

[(3E,6E,9E)-(12R,14S)-12-Hydroxy-14-((E)-(S)-2-hydroxy-5-methyl-7-phenyl-hept-5-enyl)-10-methyl-2-oxo-oxacyclotetradeca-3,6,9-trien-4-yl]-acetic acid methyl ester (182511-42-8) → (R)-2-Phenyl-butyric acid (E)-(S)-1-((6E,9E,12E)-(2R,4R)-4-hydroxy-12-methoxycarbonylmethyl-6-methyl-14-oxo-oxacyclotetradeca-6,9,12-trien-2-ylmethyl)-4-methyl-6-phenyl-hex-4-enyl ester

Guidance literature:

Multi-step reaction with 2 steps

1: CH₂Cl₂ / Ambient temperature

2: 0.2 N aq. NaHCO₃ / 0.5 h

With sodium hydrogencarbonate; In dichloromethane;

DOI:10.1002/jlac.199619961026

Reference yield:

(2R)-2-phenylbutanoic acid (938-79-4) + trifluoroacetic anhydride (407-25-0) + [(3E,6E,9E)-(12R,14S)-12-Hydroxy-14-((E)-(S)-2-hydroxy-5-methyl-7-phenyl-hept-5-enyl)-10-methyl-2-oxo-oxacyclotetradeca-3,6,9-trien-4-yl]-acetic acid methyl ester (182511-42-8) → (R)-2-Phenyl-butyric acid (E)-(S)-1-[(6E,9E,12E)-(2S,4R)-12-methoxycarbonylmethyl-6-methyl-14-oxo-4-(2,2,2-trifluoro-acetoxy)-oxacyclotetradeca-6,9,12-trien-2-ylmethyl]-4-methyl-6-phenyl-hex-4-enyl ester

Guidance literature:

In dichloromethane; Ambient temperature;

DOI:10.1002/jlac.199619961026

upstream raw materials:

diazomethane

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