5,6-Epoxy-13-cis Retinoic Acid

Base Information

• Chemical Name: 5,6-Epoxy-13-cis Retinoic Acid
• CAS No.: 81444-57-7
• Molecular Formula: C₂₀H₂₈O₃
• Molecular Weight: 316.441
• Mol file: 81444-57-7.mol

Synonyms:5,6-Epoxy-13-cis Retinoic Acid ;13-cis-5,6-Epoxy-5,6-dihydroretinoic Acid

Chemical Property of 5,6-Epoxy-13-cis Retinoic Acid

Chemical Property:

• Melting Point: 176-178°C
• PSA: 49.83000
• LogP: 4.81380
• Storage Temp.: Amber Vial, -20°C Freezer, Under Inert Atmosphere
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)

Purity/Quality:

97% ^*data from raw suppliers

5,6-Epoxy-13-cisRetinoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5,6-Epoxy-13-cis Retinoic Acid

There total 7 articles about 5,6-Epoxy-13-cis Retinoic Acid 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: 72.0%

Methyl ester of 5,6-epoxy-(E)-retinoic acid (7432-30-6) → all-trans-5,6-Epoxyretinoic acid (13100-69-1,1431303-55-7,81444-57-7)

Guidance literature:

With potassium hydroxide; In methanol; water; for 14h; Heating;

DOI:10.1023/A:1021245616117

Reference yield:

all-trans-retinoic-acid (302-79-4) → all-trans-5,6-Epoxyretinoic acid (13100-69-1,1431303-55-7,81444-57-7) + 2E,4E-2-methyl-6-oxo-2,4-heptadienal (129454-99-5,195991-40-3)

Guidance literature:

With oxygen; In benzene; at 82 ℃; for 2.75h; under 760 Torr; Yield given. Yields of byproduct given;

DOI:10.1016/S0040-4020(01)85785-9

Reference yield:

all-trans-retinoic-acid (302-79-4) → all-trans-5,6-Epoxyretinoic acid (13100-69-1,1431303-55-7,81444-57-7) + 2E,4E-2-methyl-6-oxo-2,4-heptadienal (129454-99-5,195991-40-3) + 5,8-epidioxy-5,8-dihydroretinoic acid (129454-96-2) + trans-5,8-epoxy-5,8-dihydroretinoic acid (3012-76-8,112018-12-9,129520-10-1,129520-11-2) + cis-5,8-epoxy-5,8-dihydroretinoic acid (3012-76-8,112018-12-9,129520-10-1,129520-11-2) + 5-hydroxy-8-oxo-6,7-dihydroretinoic acid

Guidance literature:

With oxygen; In ethanol; at 30 ℃; under 3800 - 30400 Torr; Product distribution; Mechanism; various conditions;

DOI:10.1021/ja970774o

upstream raw materials:

Methyl ester of 5,6-epoxy-(E)-retinoic acid

all-trans-retinoic-acid

5,6-epoxy-5,6-dihydroretinal

all-trans-methyl retinoate