59699-82-0

Basic information

• Product Name: ethyl 13-cis-retinoate
• Synonyms: ethyl 13-cis-retinoate
• CAS NO: 59699-82-0
• Molecular Weight: 328.495
• Mol File: 59699-82-0.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: ethyl 13-cis-retinoate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 13-cis-retinoate(59699-82-0)
• EPA Substance Registry System: ethyl 13-cis-retinoate(59699-82-0)

Safety Data

• Hazardous Substances Data: 59699-82-0(Hazardous Substances Data)

Upstream product

• 85319-52-4 (5Z,7Z)-6-Methyl-8-(2,6,6-trimethyl-cyclohex-1-enyl)-octa-5,7-dien-3-yn-2-one 
• 85319-51-3 (5Z,7Z)-6-Methyl-8-(2,6,6-trimethyl-cyclohex-1-enyl)-octa-5,7-dien-3-yn-2-ol 
• 85319-50-2 2-((1Z,3Z,5E)-6-Chloro-3-methyl-hexa-1,3,5-trienyl)-1,3,3-trimethyl-cyclohexene 
• 85354-07-0 (3Z,5Z,7Z)-6-Methyl-8-(2,6,6-trimethyl-cyclohex-1-enyl)-octa-3,5,7-trien-2-one 
• 118272-49-4 (1E,7Z)-3,7-Dimethyl-9-triethylsilanyloxy-1-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-1,7-dien-4-yne-3,6-diol 
• 3917-41-7 (2E,4E)-3-methyl-5-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4-pentadienal 
• 25576-25-4 (3E,5E)-4-methyl-6-(2,6,6-trimethyl-1-cyclohexen-1-yl)-3,5-hexadien-1-yne 
• 122135-84-6 ethyl (Z)-3-(((trifluoromethyl)sulfonyl)oxy)but-2-enoate 
• 3899-20-5 ethyl retinoate 
• 64-17-5 ethanol 
• 472-86-6 13-cis-vitamin A aldehyde 
• 101083-54-9 (E)-4,6,6-Triethoxy-3-methyl-hex-2-enoic acid ethyl ester 
• 432-25-7 2,6,6-trimethylcyclohex-1-enecarbaldehyde 
• 928-55-2 ethyl 1-propenyl ether 

Downstream Products

• 302-79-4 all-trans-retinoic-acid 
• 124510-04-9 7-cis-retinoic acid 
• 3899-20-5 ethyl (all-E)-retinoate 
• 86708-70-5 9,11,13-tri-cis-ethyl retinoate 
• 86708-68-1 9-cis-13,14-dihydroretinoic acid ethyl ester 
• 86708-67-0 ethyl (2E,4E,6Z,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoate 
• 51249-34-4 11-cis-ethyl retinoate 
• 59699-82-0 ethyl 13-cis-retinoate 
• 4759-48-2 13-cis-retinoic acid 
• 138093-48-8 (2E,4E,6E,8E)-2-Isopropyl-3,7-dimethyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2,4,6,8-tetraenoic acid methyl ester 
• 138232-02-7 (2Z,4E,6E,8E)-2-Isopropyl-3,7-dimethyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2,4,6,8-tetraenoic acid methyl ester 
• 138093-47-7 (2E,4E,6E,8E)-2-Ethyl-3,7-dimethyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2,4,6,8-tetraenoic acid methyl ester 
• 138232-01-6 (2Z,4E,6E,8E)-2-Ethyl-3,7-dimethyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2,4,6,8-tetraenoic acid methyl ester 
• 138093-42-2 14-Isopropylretinoic acid 

Relevant articles and documents

Stereocontrolled synthesis of 13-substituted retinoic acids by palladium-catalyzed coupling reaction of alkenyl stannane with vinyl triflate

A novel method for the stereoselective synthesis of all-E-, 13Z- and 9Z- retionic acid esters was developed by palladium-catalyzed cross coupling reactions of tetraenyl stannanes with E- or Z-vinyl triflates in good yields. Applying this methodology, 13-substituted all-E- and 9Z- retinoic acids were prepared in satisfactory yields.

Synthesis of New Aromatic Retinoid Analogues by Low-Valent Titanium Induced Reductive Elimination

The low-valent titanium reductive elimination reaction, already applied to the stereospecific synthesis of vitamin A and 13-cis-retinol, was used to prepare several retinoic acid analogues in the all-trans configuration or in the 13-cis configuration.This highly stereospecific trans-diene formation allowed an improved synthesis of the title compounds without any purification of the intermediates before the final stage.

Syntheses of ethyl retinoate with polymer-supported Wittig reagents

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