7757-38-2

Basic information

• Product Name: 4-(2,2-dimethyl-1,3-dioxolan-4-yl)-7,7-dimethyl-3,6,8-trioxabicyclo[3.3.0]octan-2-ol
• CAS NO: 7757-38-2
• Molecular Formula: C₁₂H₂₀O₆
• Molecular Weight: 260.287
• Mol File: 7757-38-2.mol
• Article Data: 57

Chemical Properties

• Boiling Point: 359.3°Cat760mmHg
• Flash Point: 171.1°C
• Density: 1.214g/cm³
• CAS DataBase Reference: 4-(2,2-dimethyl-1,3-dioxolan-4-yl)-7,7-dimethyl-3,6,8-trioxabicyclo[3.3.0]octan-2-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(2,2-dimethyl-1,3-dioxolan-4-yl)-7,7-dimethyl-3,6,8-trioxabicyclo[3.3.0]octan-2-ol(7757-38-2)
• EPA Substance Registry System: 4-(2,2-dimethyl-1,3-dioxolan-4-yl)-7,7-dimethyl-3,6,8-trioxabicyclo[3.3.0]octan-2-ol(7757-38-2)

Safety Data

• Hazardous Substances Data: 7757-38-2(Hazardous Substances Data)

Upstream product

• 3458-28-4 D-Mannose 
• 67-64-1 acetone 
• 49561-21-9 (3aR,6S,6aR)-6-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyldihydrofuro[3,4-d][1,3]dioxol-4(3aH)-one 
• 1128-23-0 L-gulono-1,4-lactone 
• 50-81-7 ascorbic acid 
• 77-76-9 2,2-dimethoxy-propane 
• 530-26-7 D-Mannose 
• 7306-64-1 2,3:5,6-di-O-isopropylidene-L-gulonolactone 
• 75-52-5 nitromethane 
• 5328-37-0 L-arabinose 
• 116-11-0 2-Methoxypropene 
• 582-52-5 1,2:5,6-Di-O-isopropylidene-α-D-glucofuranose 

Downstream Products

• 76679-45-3 Benzyl-2,3-di-O-benzyl-5-O-(2,3:5,6-di-O-isopropyliden-β-D-mannofuranosyl)-β-D-ribofuranosid 
• 76679-42-0 Benzyl-2,3-di-O-benzyl-5-O-(2,3:5,6-di-O-isopropyliden-α-D-mannofuranosyl)-β-D-ribofuranosid 
• 17087-84-2 (3aS,4R,6R,6aS)-4-chloro-6-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole 
• 94898-41-6 (3aS,4R,6R,6aS)-4-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-6-fluoro-2,2-dimethyl-tetrahydrofuro[3,4-d][1,3]dioxole 
• 79241-07-9 (R)-4-((2S,3R)-3-(benzyloxy)-2,3-dihydrofuran-2-yl)-2,2-dimethyl-1,3-dioxolan 
• 7306-64-1 2,3,5,6-di-O-isopropylidene-D-mannono-1,4-lactone 
• 6160-67-4 (3aS,4R,6R,6aS)-4-chloro-6-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole 
• 6160-67-4 (3aS,6R,6aS)-4-Chloro-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole 
• 181173-63-7 (3aS,4R,6R,6aS)-4-(3-Benzyloxy-2-tetradecyloxy-propoxy)-6-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole 
• 181173-64-8 (3aS,4R,6R,6aS)-4-(3-Benzyloxy-2-hexadecyloxy-propoxy)-6-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole 
• 181173-66-0 (3aS,4S,6R,6aS)-4-(3-Benzyloxy-2-hexadecyloxy-propoxy)-6-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole 
• 181173-65-9 (3aS,4R,6R,6aS)-4-(3-Benzyloxy-2-octadecyloxy-propoxy)-6-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole 
• 181173-67-1 (3aS,4S,6R,6aS)-4-(3-Benzyloxy-2-octadecyloxy-propoxy)-6-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole 
• 164665-76-3 4-methoxybenzyl 2,3,5,6-di-O-isopropylidene-α-D-mannofuranoside 

Relevant articles and documents

Efficient Large Scale Syntheses of 3-Deoxy- d -manno-2-octulosonic acid (Kdo) and Its Derivatives

An efficient method to rapidly synthesize 3-deoxy-d-manno-2-octulosonic acid (Kdo) and its derivatives in large scale has been developed. Starting from d-mannose, the di-O-isopropylidene derivative of Kdo ethyl ester was prepared in three steps on a scale of more than 40 g in one batch in an overall yield of 75-80% without any intermediate purification. Kdo, Kdo glycal, and 2-acetylated Kdo ester were synthesized quickly in high yield from a di-O-isopropylidene derivative of Kdo ethyl ester. 2-Deoxy-β-Kdo ester was obtained with high stereoselectivity via the epimerization of the α-isomer using t-BuOH as a proton source.

Synthesis of Galactosyl-Queuosine and Distribution of Hypermodified Q-Nucleosides in Mouse Tissues

Queuosine (Q) is a hypermodified RNA nucleoside that is found in tRNAHis, tRNAAsn, tRNATyr, and tRNAAsp. It is located at the wobble position of the tRNA anticodon loop, where it can interact with U as well as C bases located at the respective position of the corresponding mRNA codons. In tRNATyr and tRNAAsp of higher eukaryotes, including humans, the Q base is for yet unknown reasons further modified by the addition of a galactose and a mannose sugar, respectively. The reason for this additional modification, and how the sugar modification is orchestrated with Q formation and insertion, is unknown. Here, we report a total synthesis of the hypermodified nucleoside galactosyl-queuosine (galQ). The availability of the compound enabled us to study the absolute levels of the Q-family nucleosides in six different organs of newborn and adult mice, and also in human cytosolic tRNA. Our synthesis now paves the way to a more detailed analysis of the biological function of the Q-nucleoside family.

Straightforward synthesis of protected 2-hydroxyglycals by chlorination-dehydrochlorination of carbohydrate hemiacetals

A straightforward and scalable method for the synthesis of protected 2-hydroxyglycals is described. The approach is based on the chlorination of carbohydrate-derived hemiacetals, followed by an elimination reaction to establish the glycal moiety. 1,2-dehy