694527-29-2

Usage

Molecular structure

A derivative of cyclohexanepentol, a six-carbon sugar alcohol.

Acetylation

All five hydroxyl groups are acetylated.

Acetoxymethyl group

Present at the first carbon.

Use in synthesis

Can be used in the synthesis of carbohydrates and as a building block for more complex compounds.

Potential applications

May have applications in pharmaceutical and biotechnology industries for the development of new drugs or biomaterials.

Upstream product

• 108-24-7 acetic anhydride 
• 115304-41-1 1L-(1,2,4/3,5)-1-C-(hydroxymethyl)-1,2,3,4,5-cyclohexanepentol 
• 693245-36-2 (3S,4S,5R,6S,7R)-4,5,6,7-tetrahydroxy-1-oxaspiro[2,5]octane 
• 64-19-7 acetic acid 

Downstream Products

• 693245-37-3 (1S,3R,6S,8R,9S,10R)-3-phenyl-2,4-dioxabicyclo[4.4.0]decane-6,8,9,10-tetrol 
• 693245-48-6 1L-(1,2,4/3,5)-1-C-(acetoxymethyl)-2,3,4-tri-O-acetyl-5-O-tosyl-1,2,3,4,5-cyclohexanepentol 
• 693245-43-1 (1S,2S,4R,7S,9R,10S)-12,12-dimethyl-4-phenyl-9-tosyloxy-3,5,11,13-tetra-oxatricyclo[8.3.0.0^2,7]tridecan-7-ol 
• 694527-30-5 1L-(1,2,4/3,5)-1-C-(acetoxymethyl)-2,3,4-tri-O-acetyl-5-azido-1,2,3,4-cyclohexanetetrol 
• 693245-47-5 (1S,2S,4R,7S,9S,10S)-9-acetamido-12,12-dimethyl-4-phenyl-3,5,11,13-tetra-oxatricyclo[8.3.0.0^2,7]tridecane-7-ol 
• 693245-46-4 (1S,2S,4R,7S,9S,10S)-9-azido-12,12-dimethyl-4-phenyl-3,5,11,13-tetra-oxatricyclo[8.3.0.0^2,7]tridecane-7-ol 
• 693245-41-9 (1S,2S,4R,7S,9R,10S)-12,12-dimethyl-4-phenyl-3,5,11,13-tetra-oxatricyclo[8.3.0.0^2,7]tridecane-7,9-diol 
• 693245-44-2 (1R,2S,3S,5R,8S,10R)-12,12-dimethyl-5-phenyl-4,6,11,13-tetra-oxatricyclo[8.3.0.0^3,8]tridecane-2,8-diol 
• 183505-16-0 1L-(1,2,4/3,5)-5-acetamido-1-C-(acetoxymethyl)-2,3,4-tri-O-acetyl-1,2,3,4-cyclohexanetetraol 
• 141042-85-5 (1S)-(1(OH),2,4/1,3,5)-5-Amino-1-C-(hydroxymethyl)-1,2,3,4-cyclohexanetetrol 
• 83465-22-9 (1S,2S,3R,4S,5S)-1-amino-5-hydroxymethyl-2,3,4,5-tetrahydroxycyclohexane 
• 115304-41-1 1L-(1,2,4/3,5)-1-C-(hydroxymethyl)-1,2,3,4,5-cyclohexanepentol 

Relevant academic research and scientific papers

Preparation of versatile synthetic precursors of optically active 5a-carba-sugars from (-)-vibo-quercitol

The spiro-epoxide derived from (-)-2-deoxy-scyllo-inosose was converted into the iodide 2, which was directly subjected to elimination conditions, affording the key methylene compound 4. Successive cyclohexylidenation of the tetrol obtained from 4, select

Convenient synthesis of (+)-valiolamine and (-)-1-epi-valiolamine from (-)-vibo-quercitol

The synthesis of (+)-valiolamine and (-)-1-epi-valiolamine using bioconversion of (-)-vibo-quercitol was investigated. The quercitols were separated and purified by combination of chromatography on ion-exchange-resin columns and recrystallization. Valiolamine was isolated from fermentation broth of antibiotic validamycins. The obtained crude ketone was subjected to C-C bond formation conditions in which diazomethane was considered adequate in polar and protic solvsnts.