(15S)-2-Decarboxy-15-methyl-6-oxo-9,11-bis(p-phenylbenzoyl)-2,3,4,5-tetranor-12-epi-PGF_1β

Base Information

• Chemical Name: (15S)-2-Decarboxy-15-methyl-6-oxo-9,11-bis(p-phenylbenzoyl)-2,3,4,5-tetranor-12-epi-PGF_1β
• CAS No.: 90664-40-7
• Molecular Formula: C₄₂H₄₄O₆
• Molecular Weight: 644.808

Synonyms:(15S)-2-Decarboxy-15-methyl-6-oxo-9,11-bis(p-phenylbenzoyl)-2,3,4,5-tetranor-12-epi-PGF_1β

Chemical Property of (15S)-2-Decarboxy-15-methyl-6-oxo-9,11-bis(p-phenylbenzoyl)-2,3,4,5-tetranor-12-epi-PGF_1β

Chemical Property:

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Technology Process of (15S)-2-Decarboxy-15-methyl-6-oxo-9,11-bis(p-phenylbenzoyl)-2,3,4,5-tetranor-12-epi-PGF_1β

There total 7 articles about (15S)-2-Decarboxy-15-methyl-6-oxo-9,11-bis(p-phenylbenzoyl)-2,3,4,5-tetranor-12-epi-PGF_1β 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: 66.0%

(15S)-2-Decarboxy-6-hydroxy-15-methyl-9,11-bis(p-phenylbenzoyl)-2,3,4,5-tetranor-12-epi-PGF1β (90664-39-4) → (15S)-2-Decarboxy-15-methyl-6-oxo-9,11-bis(p-phenylbenzoyl)-2,3,4,5-tetranor-12-epi-PGF1β (90664-40-7)

Guidance literature:

With aluminum oxide; pyridinium chlorochromate; In dichloromethane; at 15 - 20 ℃; for 2h;

DOI:10.1002/jlac.198419840412

Reference yield:

dimethyl 2-oxoheptylphosphonate (36969-89-8) → (15S)-2-Decarboxy-15-methyl-6-oxo-9,11-bis(p-phenylbenzoyl)-2,3,4,5-tetranor-12-epi-PGF1β (90664-40-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 1) NaH / 1) THF, 1 h, RT; 1 h, 30 deg C, 2) THF, 15 h, RT

2: diethyl ether / 2 h / -75 °C

3: 66 percent / Al₂O₃, pyridinium chlorochromate / CH₂Cl₂ / 2 h / 15 - 20 °C

With aluminum oxide; sodium hydride; pyridinium chlorochromate; In diethyl ether; dichloromethane;

DOI:10.1002/jlac.198419840412

Reference yield:

(1S,6R,7R,9R)-(-)-2-(Benzylthio)-3-oxabicyclo<4.3.0>nonan-7,9-diol (82207-80-5,82468-15-3,82468-16-4,85249-06-5,85249-07-6,105499-60-3,105500-40-1) → (15S)-2-Decarboxy-15-methyl-6-oxo-9,11-bis(p-phenylbenzoyl)-2,3,4,5-tetranor-12-epi-PGF1β (90664-40-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 94 percent / pyridine / 2 h / Ambient temperature

2: HgO, (CH₃COO)2Hg / acetone; H₂O / 0.33 h / 35 °C

3: 1) NaH / 1) THF, 1 h, RT; 1 h, 30 deg C, 2) THF, 15 h, RT

4: diethyl ether / 2 h / -75 °C

5: 66 percent / Al₂O₃, pyridinium chlorochromate / CH₂Cl₂ / 2 h / 15 - 20 °C

With pyridine; aluminum oxide; mercury(II) diacetate; sodium hydride; pyridinium chlorochromate; mercury(II) oxide; In diethyl ether; dichloromethane; water; acetone;

DOI:10.1002/jlac.198419840412

upstream raw materials:

(15S)-2-Decarboxy-6-hydroxy-15-methyl-9,11-bis(p-phenylbenzoyl)-2,3,4,5-tetranor-12-epi-PGF_1β

dimethyl 2-oxoheptylphosphonate

(1S,6R,7R,9R)-(-)-2-(Benzylthio)-3-oxabicyclo<4.3.0>nonan-7,9-diol

4-biphenyl-carboxylic acid chloride

Downstream raw materials:

(15S)-15-Methyl-9,11-bis(p-phenylbenzoyl)-12-epi-PGF_2β

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