163726-72-5

Basic information

• Product Name: ((4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(bis(4-(tert-butyl)phenyl)methanol)
• Synonyms: ((4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(bis(4-(tert-butyl)phenyl)methanol)
• CAS NO: 163726-72-5
• Molecular Weight: 691.007
• Mol File: 163726-72-5.mol

Chemical Properties

• CAS DataBase Reference: ((4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(bis(4-(tert-butyl)phenyl)methanol)(CAS DataBase Reference)
• NIST Chemistry Reference: ((4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(bis(4-(tert-butyl)phenyl)methanol)(163726-72-5)
• EPA Substance Registry System: ((4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(bis(4-(tert-butyl)phenyl)methanol)(163726-72-5)

Safety Data

• Hazardous Substances Data: 163726-72-5(Hazardous Substances Data)

Upstream product

• 37031-29-1 (-)-dimethy-2,3-O-isopropylidene-L-tartrate 
• 63488-10-8 4-tert-butylmagnesium bromide 
• 59779-75-8 diethyl (4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylate 
• 3972-65-4 1-bromo-4-tert-butylbenzene 

Downstream Products

• 1252017-08-5 C₄₇H₆₀ClO₄P 
• 1252017-12-1 C₄₉H₆₆NO₄P 
• 1352731-59-9 Br^(1-)*C₅₃H₇₂NO₂⁽¹⁺⁾ 
• 1352731-52-2 C₄₉H₆₅NO₂ 
• 1352731-43-1 C₄₉H₆₀N₂O₂ 
• 1252016-91-3 (4-tert-butylphenyl-TADDOL)PN(Me)Ph 
• 1227475-32-2 (3aR,8aR)-6-t-butyl-4,4,8,8-tetrakis(4-t-butylphenyl)-2,2-dimethyltetrahydro[1,3]dioxolo[4,5-e]-[1,3,2]dioxaphosphepine 
• 1016225-25-4 (4-tert-butylphenyl-TADDOL)POPh 

Relevant articles and documents

Ni-Catalyzed Asymmetric Cycloisomerization of Dienes by Using TADDOL Phosphoramidites

A library of α,α,α,α-tetraaryl-1,3-dioxolane-4,5-dimethanol (TADDOL)-based phosphoramidites has been synthesized and applied in the Ni-catalyzed cycloisomerization of different dienes. Through the systematic variation of the three structural motifs of the

Highly enantioselective nickel-catalyzed hydrocyanation of disubstituted methylenecyclopropanes enabled by taddol-based diphosphite ligands

A vast range of novel TADDOL-based diphosphite ligands were first synthesized and applied in the nickel-catalyzed asymmetric hydrocyanation of disubstituted methylenecyclopropanes. By employing these new catalysts, the conversion of diverse methylenecyclo

Based on the chiral diamine spiro skeleton chiral phosphorus nitrile catalyst, preparation method and application thereof

The invention provides a chiral phosphazene catalyst based on a spiro framework adopting chiral diamine, a preparation method and an application of the chiral phosphazene catalyst. The catalyst has a structure represented in the general formula: (RX-)3P=NR', chiral groups are introduced through R and R', and the catalyst has a structure with two seven-membered rings in centered connection through phosphorspirol. Optically pure tartaric acid or substituted hexahydrophthalic acid or 1,2-cyclopentanedicarboxylicacid,(1R,2S)-rel- is taken as a raw material, chiral diamine is generated through esterification, a Grignard reaction, an optional chlorination reaction, an azido reaction and a reduction reaction of the raw material, then chiral diamine and phosphorus pentachloride have a spirocyclization reaction to construct a phosphorspirol-centered screw ring, the chiral phosphazene molecular catalyst is obtained under the alkaline condition, and a method for substituting azido for hydroxyl directly has good application and popularization value. The catalyst has the advantages of high catalysis efficiency, good stereoselectivity, mild conditions, economy, environmental protection, simplicity and convenience in operation and the like as well as popularization and application prospects.

Design of Highly Stable Iminophosphoranes as Recyclable Organocatalysts: Application to Asymmetric Chlorinations of Oxindoles

A new family of tartaric acid derived chiral iminophosphoranes has been developed as highly effective organocatalysts in the asymmetric chlorinations of 3-substituted oxindoles with a high level of enantioselectivity. Importantly, these catalysts are air- and moisture-stable. Recovery of the catalyst after simple chromatographic separation for reuse in the model reaction was achieved; the catalyst can be recycled six times without loss of any enantioselectivity. Several advantages of this catalytic process are high conversion after a very short reaction time at ambient temperature, low catalytic loading, and scale-up to multigram quantities with an excellent enantiomeric excess value of >99%, which meets the enantiomeric purity required for pharmaceutical purposes.

A catalytic enantiotopic-group-selective Suzuki reaction for the construction of chiral organoboronates

Catalytic enantiotopic-group-selective cross-couplings of achiral geminal bis(pinacolboronates) provide a route for the construction of nonracemic chiral organoboronates. In the presence of a chiral monodentate taddol-derived phosphoramidite ligand, these reactions occur with high levels of asymmetric induction. Mechanistic experiments with chiral 10B-enriched geminal bis(boronates) suggest that the reaction occurs by a stereochemistry-determining transmetalation that occurs with inversion of configuration at carbon.