11-DEOXY PROSTAGLANDIN F2BETA

Base Information

• Chemical Name: 11-DEOXY PROSTAGLANDIN F2BETA
• CAS No.: 37786-07-5
• Molecular Formula: C₂₀H₃₄O₄
• Molecular Weight: 338.488
• Mol file: 37786-07-5.mol

Synonyms:11-Deoxy-PGF2b; 11-Deoxyprostaglandin F2b

Chemical Property of 11-DEOXY PROSTAGLANDIN F2BETA

Chemical Property:

• Boiling Point: 511.4±45.0 °C(Predicted)
• PKA: 4.76±0.10(Predicted)
• PSA: 77.76000
• Density: 1.090±0.06 g/cm3(Predicted)
• LogP: 4.07210

Purity/Quality:

98% ^*data from raw suppliers

11-deoxy Prostaglandin F2β ≥98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Description: 11-deoxy Prostaglandin F2β (11-deoxy PGF2β) is an analog of PGF2β . There are no published reports on the biological activity of 11-deoxy PGF2β.
• Uses: 11-deoxy Prostaglandin F2β (11-deoxy PGF2β) is an analog of PGF2β . There are no published reports on the biological activity of 11-deoxy PGF2β.[Cayman Chemical]

Technology Process of 11-DEOXY PROSTAGLANDIN F2BETA

There total 15 articles about 11-DEOXY PROSTAGLANDIN F2BETA 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:

(3aR,4R,6aS)-4-((E)-3-Hydroxy-oct-1-enyl)-hexahydro-cyclopenta[b]furan-2-one (36969-88-7,37053-20-6,60967-12-6,62742-30-7,62742-31-8) → (15S)-11-deoxyprostaglandin F2α (36969-91-2,37786-06-4,37786-07-5,41300-71-4,53077-94-4,53077-95-5,53701-96-5,56390-85-3,58342-16-8,59286-13-4,60967-14-8,79769-22-5,81027-24-9)

Guidance literature:

Multi-step reaction with 2 steps

1: MnO₂ / CH₂Cl₂ / 120 h / Ambient temperature

With manganese(IV) oxide; In dichloromethane;

DOI:10.1039/P19810001407

Reference yield:

{(3aR,4R,6aS)-4-[(E)-3-(tert-Butyl-dimethyl-silanyloxy)-oct-1-enyl]-hexahydro-cyclopenta[b]furan-2-yl}-methanol (78507-23-0) → (15S)-11-deoxyprostaglandin F2α (36969-91-2,37786-06-4,37786-07-5,41300-71-4,53077-94-4,53077-95-5,53701-96-5,56390-85-3,58342-16-8,59286-13-4,60967-14-8,79769-22-5,81027-24-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 38 percent Turnov_. / MnO₂ / light petroleum / 20 h / Heating

2: hydrochloric acid / tetrahydrofuran / 96 h / Ambient temperature

3: MnO₂ / CH₂Cl₂ / 120 h / Ambient temperature

With hydrogenchloride; manganese(IV) oxide; In tetrahydrofuran; dichloromethane; Petroleum ether;

DOI:10.1039/P19810001407

Reference yield:

6β-<(E)-3-oct-1-enyl>-3α-hydroxymethyl-cis-α-2-oxabicyclo<3.3.0>octane (78507-23-0) → (15S)-11-deoxyprostaglandin F2α (36969-91-2,37786-06-4,37786-07-5,41300-71-4,53077-94-4,53077-95-5,53701-96-5,56390-85-3,58342-16-8,59286-13-4,60967-14-8,79769-22-5,81027-24-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 44 percent Turnov_. / MnO₂ / toluene / 2 h / Heating

2: hydrochloric acid / tetrahydrofuran / 96 h / Ambient temperature

3: MnO₂ / CH₂Cl₂ / 120 h / Ambient temperature

With hydrogenchloride; manganese(IV) oxide; In tetrahydrofuran; dichloromethane; toluene;

DOI:10.1039/P19810001407

upstream raw materials:

γ-lactone of 5α-hydroxy-2β-(3-oxo-1-trans-octenyl)-1α-cyclopentaneacetic acid

(4-carboxybutyl)triphenylphosphonium bromide

(3aR,4R,6aS)-4-((E)-3-Hydroxy-oct-1-enyl)-hexahydro-cyclopenta[b]furan-2-one

{(3aR,4R,6aS)-4-[(E)-3-(tert-Butyl-dimethyl-silanyloxy)-oct-1-enyl]-hexahydro-cyclopenta[b]furan-2-yl}-methanol

Refernces

• 1、 Dixon, Andrew J.,Taylor, Richard J. K.,Newton, Roger F.. "Organocuprate Conjugate-addition-Enolate-alkylation Reactions: A New Synthesis of 11-Deoxyprostaglandins". . p. 1407 - 1410. Retrieved 2007/10/02.