4-Keto 9-cis Retinoic Acid Methyl Ester

Base Information

• Chemical Name: 4-Keto 9-cis Retinoic Acid Methyl Ester
• CAS No.: 163955-59-7
• Molecular Formula: C21H28O3
• Molecular Weight: 328.44522
• Mol file: 163955-59-7.mol

Synonyms:4-Keto 9-cis Retinoic Acid Methyl Ester;4-Oxo-9-cis-Retinoic Acid Methyl Ester

Chemical Property of 4-Keto 9-cis Retinoic Acid Methyl Ester

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 468.054°C at 760 mmHg
• Flash Point: 202.537°C
• Density: 1.03g/cm³
• Storage Temp.: Amber Vial, -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)

Purity/Quality:

95% ^*data from raw suppliers

4-Keto9-cisRetinoicAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: Retinoic acid derivative.

Technology Process of 4-Keto 9-cis Retinoic Acid Methyl Ester

There total 15 articles about 4-Keto 9-cis Retinoic Acid Methyl Ester 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: 84.0%

4-Hydroxyretinoic acid methyl ester (38030-59-0) → 4-Oxo-retinoic acid methyl ester (71748-57-7,100897-09-4,38030-58-9,163955-59-7)

Guidance literature:

With manganese(IV) oxide; In dichloromethane; for 1h; Ambient temperature;

DOI:10.1021/jo00348a018

Reference yield: 70.0%

methanol (67-56-1) + 4-keto-all-trans-retinal (33532-44-4) → 4-Oxo-retinoic acid methyl ester (71748-57-7,100897-09-4,38030-58-9,163955-59-7)

Guidance literature:

With sodium cyanide; manganese(IV) oxide; acetic acid; at 4 - 20 ℃;

DOI:10.1023/A:1021245616117

Reference yield: 68.0%

(2Z,4E,6E,8E)-methyl 3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoate (16760-45-5) → (2Z,4E,6E,8E)-methyl 3,7-dimethyl-9-(2,6,6-trimethyl-3-oxocyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoate (71748-57-7,163955-59-7)

Guidance literature:

With manganese(IV) oxide; In dichloromethane; for 12h;

DOI:10.1021/jm501792c

upstream raw materials:

methanol

all-trans-retinoic-acid

(2Z,4E,6E,8E)-methyl 3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoate

13-cis-retinoic acid

Downstream raw materials:

(13E)-3,7-dimethyl-9-[(3RS)-3-methoxy-2,6,6-trimethylcyclohexenyl]-2,4,6,8-nontetraenoate methyl ester

rac-(2E,4E,6E,8E)-3,7-dimethyl-9-<2,6-dimethyl-6-(hydroxymethyl)-3-oxo-1-cyclohexen-1-yl>-2,4,6,8-nonatetraenoic acid

C₂₀H₂₈O₃

C₂₀H₂₈O₃