228120-20-5

Basic information

• Product Name: 3-{(1E,3E,5Z,7E)-9-[(tert-butyl)dimethylsilyloxy]-3,7-dimethylnona-1,3,5,7-tetraenyl}-2,4,4-trimethylcyclohex-2-en-1-ol
• Synonyms: 3-{(1E,3E,5Z,7E)-9-[(tert-butyl)dimethylsilyloxy]-3,7-dimethylnona-1,3,5,7-tetraenyl}-2,4,4-trimethylcyclohex-2-en-1-ol
• CAS NO: 228120-20-5
• Molecular Weight: 416.72
• Mol File: 228120-20-5.mol

Chemical Properties

• CAS DataBase Reference: 3-{(1E,3E,5Z,7E)-9-[(tert-butyl)dimethylsilyloxy]-3,7-dimethylnona-1,3,5,7-tetraenyl}-2,4,4-trimethylcyclohex-2-en-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 3-{(1E,3E,5Z,7E)-9-[(tert-butyl)dimethylsilyloxy]-3,7-dimethylnona-1,3,5,7-tetraenyl}-2,4,4-trimethylcyclohex-2-en-1-ol(228120-20-5)
• EPA Substance Registry System: 3-{(1E,3E,5Z,7E)-9-[(tert-butyl)dimethylsilyloxy]-3,7-dimethylnona-1,3,5,7-tetraenyl}-2,4,4-trimethylcyclohex-2-en-1-ol(228120-20-5)

Safety Data

• Hazardous Substances Data: 228120-20-5(Hazardous Substances Data)

Upstream product

• 228120-16-9 (E)-4-(2,6,6-Trimethyl-3-triethylsilanyloxy-cyclohex-1-enyl)-but-3-en-2-one 
• 152893-54-4 (E)-tert-butyl((3-iodobut-2-en-1-yl)oxy)dimethylsilane 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 228120-19-2 3-{(1E,3E,7E)-9-[(tert-butyl)dimethylsilyloxy]-3,7-dimethylnona-1,3,7-trien-5-ynyl}-2,4,4-trimethylcyclohex-2-en-1-ol 

Downstream Products

• 228122-02-9 11-cis-4-Hydroxyretinol 

Relevant articles and documents

Synthesis of a photoaffinity-labeled (11Z)-retinal: Identification of retinal/rhodopsin cross-linked sites along the visual-transduction path

The retinal chromophore (11Z)-3-diazo-4-oxoretinal (1) with two photo-labile moieties has been synthesized by semi-hydrogenation of an 11-yne precursor with activated Zn in aqueous media. Incorporation of 1 into opsin yielded diazoketo rhodopsin (DK-Rh),

Efficient synthesis of 11-cis-retinoids

The light sensitivity and unstable nature of 11-cis-retinoids makes them ideal visual chromophores in nature. The synthesis of 11-cis-retinal analogues is of paramount importance in bioorganic studies of rhodopsin, the photoreceptor of the visual transduction pathway, but the instability of 11- cis-retinoids complicates their synthesis and there is no general synthetic route. Common strategies to the cis geometry have failed in the case of 11- cis-retinoids, and most often low yields and complex isomeric mixtures are obtained. Herein we report an efficient, general, and mild preparation of 11- cis-retinoids by semi-hydrogenation of 11-yne-retinoid precursors with Cu/Ag- activated zinc dust.