265004

(4R,5R)-2,2-Dimethyl-α,α,α′,α′-tetraphenyldioxolan-4,5-dimethanol

97%

• Synonym(e): (−)-2,3-O-Isopropyliden-1,1,4,4-tetraphenyl-L-threitol, (−)-trans-α,α′-(2,2-Dimethyl-1,3-dioxolan-4,5-diyl)-bis(diphenylmethanol), (4R,5R)-4,5-Bis-(diphenylhydroxymethyl)-2,2-dimethyldioxolan, 1,1,4,4-Tetraphenyl-2,3-O-isopropyliden-L-threitol, TADDOL
• Empirische Formel (Hill-System): C₃₁H₃₀O₄
• CAS-Nummer: 93379-48-7
• Molekulargewicht: 466.57
• Beilstein: 3657855
• MDL-Nummer: MFCD00064467
• UNSPSC-Code: 12352005
• PubChem Substanz-ID: 24856048
• NACRES: NA.22

Eigenschaften

• Qualitätsniveau: 100
• Assay: 97%
• Optische Aktivität: [α]19/D −62.6°, c = 1 in chloroform
• mp (Schmelzpunkt): 193-195 °C (lit.)
• Funktionelle Gruppe: ether; hydroxyl; ketal; phenyl
• SMILES String: CC1(C)O[C@H]([C@@H](O1)C(O)(c2ccccc2)c3ccccc3)C(O)(c4ccccc4)c5ccccc5
• InChI: 1S/C31H30O4/c1-29(2)34-27(30(32,23-15-7-3-8-16-23)24-17-9-4-10-18-24)28(35-29)31(33,25-19-11-5-12-20-25)26-21-13-6-14-22-26/h3-22,27-28,32-33H,1-2H3/t27-,28-/m1/s1
• InChIKey: OWVIRVJQDVCGQX-VSGBNLITSA-N

Beschreibung

Anwendung

Hydrogen-bonding organocatalyst examined in terms of acidity, deprotonation enthalpies and hydrogen bonding

Catalyst involved in synthesis of cyclopropylamines via addition reactions of Grignard reagents to amides

Reactant or reagent involved in:

• Enantioswitching of catalytic asymmetric hydroboration
• Synthesis of derivative ligands for asymmetric hydroformylation of alkenes
• Amide-directed catalytic asymmetric hydroboration of trisubstituted alkenes
• Addition of deactivated alkyl Grignard reagents to aldehydes

Sicherheitshinweise

• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: Eyeshields, Gloves, type N95 (US)