57099-04-4

Basic information

• Product Name: 1,2-O-ISOPROPYLIDENE-3-BENZYLOXY-D-ALLOFURANOSE
• Synonyms: 1,2-O-ISOPROPYLIDENE-3-BENZYLOXY-D-ALLOFURANOSE
• CAS NO: 57099-04-4
• Molecular Formula: C₁₆H₂₂O₆
• Molecular Weight: 310.34
• Mol File: 57099-04-4.mol
• Article Data: 24

Chemical Properties

• Boiling Point: 460.4°Cat760mmHg
• Flash Point: 232.3°C
• Appearance: /
• Density: 1.29g/cm³
• Vapor Pressure: 2.84E-09mmHg at 25°C
• Refractive Index: 1.572
• CAS DataBase Reference: 1,2-O-ISOPROPYLIDENE-3-BENZYLOXY-D-ALLOFURANOSE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-O-ISOPROPYLIDENE-3-BENZYLOXY-D-ALLOFURANOSE(57099-04-4)
• EPA Substance Registry System: 1,2-O-ISOPROPYLIDENE-3-BENZYLOXY-D-ALLOFURANOSE(57099-04-4)

Safety Data

• Hazardous Substances Data: 57099-04-4(Hazardous Substances Data)

Usage

Chemical compound

A substance with a specific molecular structure, in this case, a derivative of D-allofuranose.

Sugar-like structure

It resembles the structure of sugars, which are carbohydrates composed of carbon, hydrogen, and oxygen.

Derived from D-allofuranose

A type of sugar with a five-membered ring structure, which serves as the base for this compound.

Modification

The attachment of an isopropylidene group at the 1 and 2 positions, and a benzyloxy group at the 3 position of the sugar ring.

Altered chemical and physical properties

The modification of the sugar structure changes its properties, making it distinct from the original D-allofuranose.

Useful in organic synthesis

The compound can be used as a building block or intermediate in the creation of more complex organic molecules.

Building block for complex molecules

It can be incorporated into larger molecular structures, potentially leading to new compounds with specific functions or properties.

Potential applications in pharmaceuticals

The compound may be used in the development of new drugs or medicinal compounds due to its unique structure and properties.

Biologically active compounds

It may also have potential uses in creating compounds that interact with biological systems, such as enzymes or receptors.

InChI:InChI=1/C16H22O6/c1-16(2)21-14-13(19-9-10-6-4-3-5-7-10)12(11(18)8-17)20-15(14)22-16/h3-7,11-15,17-18H,8-9H2,1-2H3/t11?,12-,13-,14?,15?/m1/s1

Upstream product

• 50-99-7 D-glucose 
• 100-39-0 benzyl bromide 
• 103-50-4 dibenzyl ether 
• 582-52-5 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 
• 2595-05-3 Diacetone D-glucose 
• 2847-00-9 1,2:5,6-di-O-isopropylidene-α-D-hexofuran-3-ulose 
• 22331-21-1 1,2:5,6-di-O-isopropylidene-3-O-benzyl-α-D-allofuranose 
• 14686-89-6 (1,2:5,6)-di-O-isopropylidene-D-gulose 

Downstream Products

• 117257-22-4 3-O-benzyl-1,2-O-isopropylidene-6-O-p-toluenesulfonic-α-D-allofuranose 
• 302917-21-1 3,6-di-O-benzyl-1,2-O-isopropylidene-α-D-allofuranose 
• 1610605-77-0 2-amino-9-((1R,3R,4R,7S)-7-(benzyloxy)-1-(((tert-butyldimethylsilyl)oxy)methyl)-2,5-dioxabicyclo[2.2.1]heptan-3-yl)-1H-purin-6(9H)-one 
• 293751-16-3 (1S,3R,4R,7S)-7-benzyloxy-1-hydroxymethyl-3-(guanin-9-yl)-2,5-dioxabicyclo[2.2.1]heptane 
• 1610605-78-1 N-(9-((1R,3R,4R,7S)-7-(benzyloxy)-1-(((tert-butyldimethylsilyl)oxy)methyl)-2,5-dioxabicyclo[2.2.1]heptan-3-yl)-6-oxo-6,9-dihydro-1H-purin-2-yl)benzamide 
• 1610605-69-0 N-(9-((1S,3R,4R,7S)-7-(benzyloxy)-1-(hydroxymethyl)-2,5-dioxabicyclo[2.2.1]heptan-3-yl)-6-oxo-6,9-dihydro-1H-purin-2-yl)benzamide 
• 1610605-72-5 N-(9-((1R,3R,4R,7S)-7-(benzyloxy)-1-((S)-1-hydroxyethyl)-2,5-dioxabicyclo[2.2.1]heptan-3-yl)-6-oxo-6,9-dihydro-1H-purin-2-yl)benzamide 
• 1160287-68-2 2-amino-9-((1R,3R,4R,7S)-7-(benzyloxy)-1-(1-hydroxyethyl)-2,5-dioxabicyclo[2.2.1]heptan-3-yl)-1H-purin-6(9H)-one 
• 1160287-69-3 2-amino-9-((1R,3R,4R,7S)-7-(benzyloxy)-1-(1-hydroxyethyl)-2,5-dioxabicyclo[2.2.1]heptan-3-yl)-1H-purin-6(9H)-one 
• 293751-01-6 3-O-benzyl-4-C-methanesulfonoxymethyl-5-methanesulfonyl-1,2-O-isopropylidene-α-D-erythro-pentofuranose 
• 293751-03-8 1,2-di-O-acetyl-3-O-benzyl-4-C-methanesulfonyloxymethyl-5-O-methanesulfonyl-D-erythro-pentofuranose 
• 293751-18-5 1-(2-O-acetyl-3-O-benzyl-4-C-methanesulfonoxymethyl-5-O-methanesulfonyl-β-D-erythro-pentofuranosyl)-6-N-benzoyladenine 
• 293751-17-4 (2R,3R,4S)-2-(4-acetamido-2-oxopyrimidin-1(2H)-yl)-4-(benzyloxy)-5,5-bis(((methylsulfonyl)oxy)methyl)tetrahydrofuran-3-yl acetate 
• 1094603-21-0 (2R,3R,4S)-4-(benzyloxy)-2-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-5,5-bis(((methylsulfonyl)oxy)methyl)tetrahydrofuran-3-yl acetate 

Relevant articles and documents

A mild and convenient approach for selective acetonide cleavage involved in carbohydrate synthesis using PPA-SiO2

Here, we report a highly selective, efficient and rapid method for the selective cleavage of primary acetonide using silica supported polyphosphoric acid (PPA-SiO2) for various carbohydrate substrates. Corresponding diols were obtained in good to excellent yields within 30 min using PPA-SiO2. Overall, PPA-SiO2 was found to be a useful catalyst for selective acetonide cleavage in carbohydrate substrates which may expand its utility in organic synthesis.

FUCOSIDASE INHIBITORS

The present disclosure relates, in general, to compounds useful as inhibitors of fucosidase enzymes, and to methods and compositions for the treatment of tumors or cancers, such as liver disorders and liver tumors (e.g., hepatocellular carcinoma), with a compound as disclosed herein.

Anaerobic 5-Hydroxybenzimidazole Formation from Aminoimidazole Ribotide: An Unanticipated Intersection of Thiamin and Vitamin B12 Biosynthesis

Comparative genomics of the bacterial thiamin pyrimidine synthase (thiC) revealed a paralogue of thiC (bzaF) clustered with anaerobic vitamin B12 biosynthetic genes. Here we demonstrate that BzaF is a radical S-adenosylmethionine enzyme that catalyzes the remarkable conversion of aminoimidazole ribotide (AIR) to 5-hydroxybenzimidazole (5-HBI). We identify the origin of key product atoms and propose a reaction mechanism. These studies represent the first step in solving a long-standing problem in anaerobic vitamin B12 assembly and reveal an unanticipated intersection of thiamin and vitamin B12 biosynthesis.