38145-93-6

Basic information

• Product Name: (R)-1-[(4R,4'R)-2,2,2',2'-Tetramethyl-4α,4'β-bi[1,3-dioxolane]-5β-yl]ethane-1,2-diol
• Synonyms: (R)-1-[(4R,4'R)-2,2,2',2'-Tetramethyl-4α,4'β-bi[1,3-dioxolane]-5β-yl]ethane-1,2-diol;1-O,2-O:3-O,4-O-Bis(1-methylethylidene)-D-mannitol
• CAS NO: 38145-93-6
• Molecular Formula: C₁₂H₂₂O₆
• Molecular Weight: 0
• Mol File: 38145-93-6.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (R)-1-[(4R,4'R)-2,2,2',2'-Tetramethyl-4α,4'β-bi[1,3-dioxolane]-5β-yl]ethane-1,2-diol(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-1-[(4R,4'R)-2,2,2',2'-Tetramethyl-4α,4'β-bi[1,3-dioxolane]-5β-yl]ethane-1,2-diol(38145-93-6)
• EPA Substance Registry System: (R)-1-[(4R,4'R)-2,2,2',2'-Tetramethyl-4α,4'β-bi[1,3-dioxolane]-5β-yl]ethane-1,2-diol(38145-93-6)

Safety Data

• Hazardous Substances Data: 38145-93-6(Hazardous Substances Data)

Usage

General Description

"(R)-1-[(4R,4'R)-2,2,2',2'-Tetramethyl-4α,4'β-bi[1,3-dioxolane]-5β-yl]ethane-1,2-diol" is a chiral compound that contains a central ethane-1,2-diol moiety and two 2,2,2',2'-tetramethyl-4α,4'β-bi[1,3-dioxolane] groups. The compound has a molecular formula of C18H34O6 and a molecular weight of 346.46 g/mol. It is commonly used as a building block in organic synthesis and pharmaceutical research due to its unique structure and potential applications in drug development and material science. The compound's stereochemistry and functional groups make it a valuable tool in the creation of complex molecules and the investigation of biological activity.

Upstream product

• 69-65-8 mannitol 
• 116-11-0 2-Methoxypropene 
• 77-76-9 2,2-dimethoxy-propane 
• 3969-59-3 1,2;3,4:5,6-tri-O-isopropylidene-D-glucitol 
• 114743-87-2 methyl 3,4;5,6-di-O-isopropylidene-D-gluconate 2-(toluene-p-sulphonate) 
• 3969-59-3 mannitol triacetonide 

Downstream Products

• 53636-15-0 (R)-1-(dimethylamino)-2-propanol 
• 23260-97-1 1-Tosyl-D-mannitol 
• 4239-90-1 (4S,4'R,5R)-2,2,2',2'-tetramethyl-5-vinyl-4,4'-bi(1,3-dioxolane) 
• 1423808-51-8 (S)-2-(4-methoxybenzyloxy)-1-((4R,4′R,5R)-2,2,2′,2′-tetramethyl-4,4′-bi(1,3-dioxolan)-5-yl)ethanol 
• 1423808-56-3 (4S,5S,9S)-4-(benzyloxy)-7,7-diisopropyl-1-(4-methoxyphenyl)-5,9-divinyl-2,6,8-trioxa-7-silatridecane 
• 1423808-57-4 (2S,3S)-2-(benzyloxy)-3-(((S)-hept-1-en-3-yloxy)diisopropylsilyloxy)pent-4-en-1-ol 
• 1423808-52-9 (4R,4′R,5R)-5-(S)-1-((benzyloxy)-2-(4-methoxybenzyloxy)ethyl)-2,2,2′,2′-tetramethyl-4,4′-bi(1,3-dioxolane) 
• 1423808-53-0 (4R,5R)-5-(S)-1-((benzyloxy)-2-((4-methoxybenzyloxy)ethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)methanol 
• 1423808-54-1 (4R,5S)-4-(S)-1-(benzyloxy)-2-((4-methoxybenzyloxy)ethyl)-5-(iodomethyl)-2,2-dimethyl-1,3-dioxolane 
• 1423808-55-2 (3S,4S)-4-(benzyloxy)-5-(4-methoxybenzyloxy)pent-1-en-3-ol 
• 290836-45-2 6-O-benzoyl-1,2:3,4-di-O-isopropylidene-D-mannitol 
• 203244-60-4 (4R,5R,4'R)-5-{(R)-1,2-Bis-[12-(tetrahydro-pyran-2-yloxy)-dodecyloxy]-ethyl}-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl] 
• 104527-46-0 3,4:5,6-di-O-isopropylidene-1-O-p-tolylsulfonyl-D-glucitol 
• 114743-88-3 C₂₆H₂₈N₂O₁₂ 

Relevant articles and documents

Zeolite catalyzed selective deprotection of di- and tri-O-isopropylidene sugar acetals

H-Beta zeolite, a microporous solid acid, is demonstrated to be an efficient catalyst for the selective deprotection of cyclic as well as acyclic O-isopropylidene sugar acetals derived from d-glucose, d-xylose, d-mannose, and d-mannitol in aqueous MeOH at room temperature. A notable observation is the conversion of d-mannitol triacetonide into 1,2:3,4-di-O-isopropylidene-d-mannitol (48%) and 3,4-O-isopropylidene-d-mannitol (36%) brought about in 6 h by H-beta zeolite and the non-occurrence of any hydrolysis in the case of H-ZSM-5 catalyzed reaction in 24 h under the same conditions.

ACETONATION OF D-MANNITOL

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REINVESTIGATION OF THE ACETALATION OF D-GLUCITOL WITH ACETONE-ZINC CHLORIDE

The acetonation of D-glucitol in the presence of zinc chloride has been studied in detail by gas-liquid chromatographic techniques.From among the 12 different peaks, those belonging to the 1,2:3,4:5,6-tri-, 1,2:3,5:4,6-tri-, 3,4:5,6-di-, 2,3:5,6-di-, 1,2:3,4-di-, 1,2:5,6-di-, 1,2:4,6-di-, 1,2-mono-, 2,3-mono-, 3,4-mono-, and 5,6-mono-acetals could be identified.The course of the reaction was also studied by g.l.c.From the time dependent ratio of the different acetals, it could be concluded that the reaction is kinetically controlled at the beginning, when terminal acetals are mainly formed.In the thermodinamically controlled equilibrium, reached after 5 days, the 1,2:3,4:5,6-tri- and the 2,3:5,6-di-acetal are present in almost equal proportions.The structure of the (new) 1,2:3,5:4,6-triacetal was established by mass-spectrometric and 13C-n.m.r. investigation.