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

Base Information

• Chemical Name: (15S)-2-Decarboxy-6-hydroxy-15-methyl-9,11-bis(p-phenylbenzoyl)-2,3,4,5-tetranor-12-epi-PGF_1β
• CAS No.: 90664-39-4
• Molecular Formula: C₄₂H₄₆O₆
• Molecular Weight: 646.824

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

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

There total 6 articles about (15S)-2-Decarboxy-6-hydroxy-15-methyl-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:

dimethyl 2-oxoheptylphosphonate (36969-89-8) → (15S)-2-Decarboxy-6-hydroxy-15-methyl-9,11-bis(p-phenylbenzoyl)-2,3,4,5-tetranor-12-epi-PGF1β (90664-39-4)

Guidance literature:

Multi-step reaction with 2 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

With sodium hydride; In diethyl ether;

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-6-hydroxy-15-methyl-9,11-bis(p-phenylbenzoyl)-2,3,4,5-tetranor-12-epi-PGF1β (90664-39-4)

Guidance literature:

Multi-step reaction with 4 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

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

DOI:10.1002/jlac.198419840412

Reference yield:

4-biphenyl-carboxylic acid chloride (14002-51-8) → (15S)-2-Decarboxy-6-hydroxy-15-methyl-9,11-bis(p-phenylbenzoyl)-2,3,4,5-tetranor-12-epi-PGF1β (90664-39-4)

Guidance literature:

Multi-step reaction with 4 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

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

DOI:10.1002/jlac.198419840412

upstream raw materials:

methylmagnesium bromide

2-Decarboxy-15-dehydro-6-hydroxy-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

Downstream raw materials:

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

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

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