CAS 137365-09-4

(R,R)-(-)-2,3-O-isopropylidene-1,1,4,4-tetra(2-naphthyl)- L-threitol

Description:

(R,R)-(-)-2,3-O-isopropylidene-1,1,4,4-tetra(2-naphthyl)-L-threitol is a chiral organic compound characterized by its complex structure, which includes multiple naphthyl groups and an isopropylidene protecting group. This compound is notable for its potential applications in asymmetric synthesis and as a chiral auxiliary in organic reactions. The presence of the tetra-naphthyl moieties contributes to its steric bulk and can influence its reactivity and selectivity in chemical transformations. The isopropylidene group serves as a protective group for the hydroxyl functionalities, enhancing the compound's stability and solubility in organic solvents. Additionally, the specific stereochemistry (R,R) indicates the spatial arrangement of the substituents around the chiral centers, which is crucial for its biological activity and interaction with other molecules. Overall, this compound exemplifies the intricate design often found in synthetic organic chemistry, particularly in the context of developing new methodologies for enantioselective synthesis.

Formula: C₄₇H₃₈O₄

InChI: InChI=1/C47H38O4/c1-45(2)50-43(46(48,39-23-19-31-11-3-7-15-35(31)27-39)40-24-20-32-12-4-8-16-36(32)28-40)44(51-45)47(49,41-25-21-33-13-5-9-17-37(33)29-41)42-26-22-34-14-6-10-18-38(34)30-42/h3-30,43-44,48-49H,1-2H3/t43-,44-/m1/s1

SMILES: CC1(C)O[C@H]([C@H](C(c2ccc3ccccc3c2)(c2ccc3ccccc3c2)O)O1)C(c1ccc2ccccc2c1)(c1ccc2ccccc2c1)O

Synonyms:

• (4R-trans)-2,2-di-me-A,A,A,A-tetra-2-nap -dioxo
• (4R,5R)-2,2-Dimethyl-alpha,alpha,alpha,alpha-tetra(2-naphthyl)dioxolane-4,5-dimethanol
• [(4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-diyl]bis(dinaphthalen-2-ylmethanol)

(4R,5R)-2,2-Dimethyl-α,α,α′,α′-tetra(2-naphthyl)dioxolane-4,5-dimethanol

CAS: 137365-09-4

Formula: C₄₇H₃₈O₄

Purity: 95%

Color and Shape: Solid

Molecular weight: 666.8022

Ref: IN-DA00136I

((4R,5R)-2,2-Dimethyl-1,3-Dioxolane-4,5-Diyl)Bis(Di(Naphthalen-2-Yl)Methanol)

CAS: 137365-09-4

((4R,5R)-2,2-Dimethyl-1,3-Dioxolane-4,5-Diyl)Bis(Di(Naphthalen-2-Yl)Methanol)

Purity: 95%

Molecular weight: 666.80g/mol

Ref: 54-OR1007772

(4R,5R)-2,2-Dimethyl-α,α,α',α'-tetra-2-naphthalenyl-1,3-dioxolane-4,5-dimethanol

Controlled Product

CAS: 137365-09-4

Applications (4R,5R)-2,2-Dimethyl-α,α,α',α'-tetra-2-naphthalenyl-1,3-dioxolane-4,5-dimethanol, is a privileged ligand analogue of TADDOLs. It can be broadly used in asymmetric synthesis. It is also shown that the titanium TADDOLate catalysts have broad application towards carbonyl addition and cycloaddition.
References Seebach, D., et al.: Ange. Chem. Inter. Ed., 40, 92, (20010;

Formula: C₄₇H₃₈O₄

Color and Shape: Neat

Molecular weight: 666.802

Ref: TR-D479455