CAS 85134-98-1

(-)-B-methoxydiisopinocampheylborane hydrate

Description:

(-)-B-methoxydiisopinocampheylborane hydrate is a chiral organoboron compound known for its utility in asymmetric synthesis, particularly in the field of organic chemistry. This compound features a boron atom bonded to two isopinocampheyl groups and a methoxy group, contributing to its unique reactivity and selectivity in various chemical reactions. The presence of the hydrate indicates that it contains water molecules, which can influence its solubility and stability. Typically, this compound is utilized as a reagent in the synthesis of alcohols from carbonyl compounds through hydroboration reactions, showcasing its effectiveness in forming chiral centers. Its stereochemistry is crucial for achieving the desired enantiomeric excess in synthetic applications. Additionally, the compound's physical properties, such as melting point and solubility, can vary based on its hydration state and the presence of solvents. Overall, (-)-B-methoxydiisopinocampheylborane hydrate is a valuable tool in asymmetric synthesis, enabling chemists to create complex molecules with high precision.

Formula: C₂₁H₃₇BO

InChI: InChI=1/C21H37BO/c1-12-16-8-14(20(16,3)4)10-18(12)22(23-7)19-11-15-9-17(13(19)2)21(15,5)6/h12-19H,8-11H2,1-7H3/t12-,13-,14-,15-,16+,17+,18+,19+/m0/s1

Synonyms:

• methyl bis[(1R,2R,3R,5R)-2,6,6-trimethylbicyclo[3.1.1]hept-3-yl]borinate

Borinic acid, bis[(1R,2S,3R,5R)-2,6,6-trimethylbicyclo[3.1.1]hept-3-yl]-,methyl ester

CAS: 85134-98-1

Formula: C₂₁H₃₇BO

Molecular weight: 316.3289

Ref: IN-DA00G41D

(-)-B-Methoxydiisopinocampheylborane hydrate

Controlled Product

CAS: 85134-98-1

Applications (-)-B-Methoxydiisopinocampheylborane hydrate is an intermediate used in the synthesis of homoallylic alcohol's and several complex natural products.
References Mishra, V. K., et al.: J. Org. Chem., 81, 9728 (2016); Jonnalagadda, S. C., et al.: e-EROS Encyclopedia of Reagents for Organic Synthesis 1, (2009); Bailey, A. M., et al.: Angew. Chem. Int. Ed., 55, 639 (2016)

Formula: C₂₁H₃₇BO·x(H₂O)

Color and Shape: Neat

Molecular weight: 316.33 + x(18.02)

Ref: TR-M269740

(ˆ’)-B-Methoxydiisopinocampheylborane hydrate

CAS: 85134-98-1

(ˆ’)-B-Methoxydiisopinocampheylborane hydrate is a macrolide that is used as a phosphatase inhibitor. It has been shown to inhibit the activity of the enzyme phosphatase, which is involved in the regulation of cell growth and differentiation. The (ˆ’)-enantiomer of this compound exhibits optical properties that are different from those exhibited by the (+)-enantiomer. This compound binds to prenyl groups and alkylates them stereoselectively. It has also been used for asymmetric synthesis and biomolecular synthesis.

Formula: C₂₁H₃₇BO·xH₂O

Purity: Min. 95%

Molecular weight: 316.33 g/mol

Ref: 3D-KDA13498