120591-27-7

Upstream product

• 6153-06-6 (E)-3-methylpent-2-en-4-yn-1-ol 
• 26586-02-7 (E)-4-acetoxy-2-methylcrotonaldehyde 
• 133180-88-8 1-(2',2',6'-Trimethylcyclohex-6'-en-1'-yl)-3-methyl-pent-1-en-4-on 
• 120591-24-4 (E)-2-Methyl-4-(2,6,6-trimethyl-cyclohex-1-enyl)-but-3-enenitrile N-oxide 
• 56013-05-9 (RS)-(E)-2-methyl-4-(2',6',6'-trimethyl-1'-cyclohexenyl)-3-butenal 
• 79-77-6 (E)-β-ionone 
• 157886-79-8 (+/-)-(E,E,E)-9-(acetyloxy)-4-benzamido-3,7-dimethyl-1-<2,6,6-trimethyl-1-cyclohexen-1-yl>-1,4,7-nonatrien-6-one 
• 157886-78-7 (+/-)-(E,E,E)-9-(acetyloxy)-4-amino-3,7-dimethyl-1-<2,6,6-trimethyl-1-cyclohexen-1-yl>-1,4,7-nonatrien-6-one 
• 120591-23-3 (+/-)-(E,E)-3-<4,5-dihydro-3-<(2,6,6-trimethyl-1-cyclohexen-1-yl)-1-methyl-2-propenyl>-5-isoxazolyl>-2-buten-1-ol acetate 
• 125316-33-8 3-<3-(2,6,6-trimethyl-2-cyclohexen-1-yl)-1-methyl-2-propenyl>-5-<(E)-3-(acetyloxy)-1-methyl-1-propenyl>-isoxazole 
• 130285-78-8 (E)-2-Methyl-4-(2,6,6-trimethyl-cyclohex-1-enyl)-but-3-enal oxime 
• 35272-88-9 trans-1-acetoxy-3-methyl-2-penten-4-yne 
• 40834-58-0 (E)-3-methyl-2,4-pentadien-1-ol acetate 
• 120591-30-2 Acetic acid (2E,8E)-4-methanesulfonyloxy-3,7-dimethyl-6-oxo-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2,8-dienyl ester 

Downstream Products

• 127-47-9 Retinol acetate 
• 96707-41-4 (+/-)-(E,E,E)-9,10-dihydro-10-hydroxy-retinol 15-acetate 

Relevant academic research and scientific papers

Preparation method of retinyl acetate

The invention provides a preparation method of retinyl acetate. The method comprises the following steps: performing a condensation reaction on beta-ionone and 2-chloropropionate under the action of astrong alkali, and performing hydrolysis decarboxylation to form an intermediate I; performing a condensation reaction on the intermediate I and pentaaldehyde to produce an intermediate II; and performing a hydrogenation reaction on the intermediate II under the action of a catalyst, and performing a dehydration reaction to obtain the retinyl acetate. The method provided by the invention avoids the disadvantages of a current process and has an economical and effective process route.

Application of [3+2] nitrile oxide cycloaddition chemistry to the construction of retinoid skeleton and to a new formal synthesis of (±)-ascofuranone and geiparvarin

A flexible approach to the construction of the C-20 retinoid carbon skeleton involving the intermolecular [3+2] cycloaddition of the nitrile oxide derived from a C-14 aldehyde component with both a C-6 diene or enyne dipolarophiles, followed by Mo(CO)6-promoted ring opening of the derived 3,5-disubstituted-isoxazoline or -isoxazole ring systems, has been accomplished. The same strategy has been also successfully applied as a tool for the crucial carbon-carbon bond forming step to the formal synthesis of (±)-ascofuranone and to a new synthesis of geiparvarin.