5,6ALPHA-DIHYDRO PGI2

Base Information

• Chemical Name: 5,6ALPHA-DIHYDRO PGI2
• CAS No.: 62777-90-6
• Molecular Formula: C₂₀H₃₄O₅
• Molecular Weight: 354.487
• Mol file: 62777-90-6.mol

Synonyms:2H-Cyclopenta[b]furan,prost-13-en-1-oic acid deriv.; (6R)-PGI1; 5,6a-Dihydro-PGI2; 6a-PGI1; 9-Deoxy-6a,9a-epoxy-PGF1

Chemical Property of 5,6ALPHA-DIHYDRO PGI2

Chemical Property:

• PSA: 86.99000
• LogP: 3.14080

Purity/Quality:

6α-Prostaglandin I1 ≥99% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5,6ALPHA-DIHYDRO PGI2

There total 10 articles about 5,6ALPHA-DIHYDRO PGI2 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: 97.0%

methyl (6R,9α,11α,13E,15S)-6,9-epoxy-11,15-dihydroxyprosta-13-en-1-oate (65866-08-2) → (6R,9α,11α,13E,15S)-6,9-epoxy-11,15-dihydroxyprosta-13-en-1-oic acid (62777-90-6)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; for 12h; Ambient temperature;

DOI:10.1021/ja00402a037

Reference yield: 18.0%

(2R,3aS,4S,5S,6aR)-4-((E)-3-Hydroxy-oct-1-enyl)-2-(5-hydroxy-pentyl)-hexahydro-cyclopenta[b]furan-5-ol (77973-06-9,77973-10-5) → (+/-) 6β-prostaglandin I1 (62770-50-7,62777-90-6,66101-22-2,66101-23-3,67008-19-9,67843-21-4,67843-22-5,67843-25-8,67843-26-9,67843-27-0) + (+/-) 15-epi-6β-prostaglandin I1 (62770-50-7,62777-90-6,66101-22-2,66101-23-3,67008-19-9,67843-21-4,67843-22-5,67843-25-8,67843-26-9,67843-27-0)

Guidance literature:

With platinum(IV) oxide; In water; acetone; for 0.5h;

DOI:10.1039/P19810001312

Reference yield: 18.0%

(2R,3aS,4S,5S,6aR)-4-((E)-3-Hydroxy-oct-1-enyl)-2-(5-hydroxy-pentyl)-hexahydro-cyclopenta[b]furan-5-ol (77973-06-9,77973-10-5) → (+/-) 6β-prostaglandin I1 (62770-50-7,62777-90-6,66101-22-2,66101-23-3,67008-19-9,67843-21-4,67843-22-5,67843-25-8,67843-26-9,67843-27-0) + (+/-) 15-epi-6β-prostaglandin I1 (62770-50-7,62777-90-6,66101-22-2,66101-23-3,67008-19-9,67843-21-4,67843-22-5,67843-25-8,67843-26-9,67843-27-0)

Guidance literature:

With platinum(IV) oxide; In water; acetone; for 0.5h;

DOI:10.1039/P19810001312

upstream raw materials:

methyl (6R,9α,11α,13E,15S)-6,9-epoxy-11,15-dihydroxyprosta-13-en-1-oate

(+)-prostaglandin F_2α

methyl (6R,9α,11α,13E,15S)-6,9-epoxy-11,15-dihydroxy-5-(phenylseleno)-prosta-13-en-1-oate

(2R,3aS,4S,5S,6aR)-4-((E)-3-Hydroxy-oct-1-enyl)-2-(5-hydroxy-pentyl)-hexahydro-cyclopenta[b]furan-5-ol

Refernces

• 1、 Finch, Mark A. W.,Roberts, Stanley M.,Newton, Roger F.. "Synthesis of (+/-)-6β-Prostaglandin I1 and (+/-)-6β-Decarboxyprostaglandin I1". . p. 1312 - 1316. Retrieved 2007/10/02.