CAS 85116-37-6

(-)-B-chlorodiisopinocampherylborane

Description:

(-)-B-chlorodiisopinocampherylborane is a chiral organoboron compound known for its utility in asymmetric synthesis and catalysis. This compound features a boron atom bonded to a chlorinated isopinocamphyl group, which contributes to its stereochemical properties. The presence of the boron atom allows for the formation of boron-containing intermediates, making it valuable in various organic transformations, particularly in the formation of carbon-carbon bonds. Its chirality is significant in enantioselective reactions, where it can influence the outcome of the synthesis of chiral molecules. The compound is typically handled under inert atmospheres due to its sensitivity to moisture and air, which can lead to hydrolysis or oxidation. Additionally, its unique structure allows for specific interactions with substrates, enhancing its effectiveness as a catalyst in reactions such as hydroboration and cross-coupling. Overall, (-)-B-chlorodiisopinocampherylborane is an important reagent in modern synthetic organic chemistry, particularly in the development of pharmaceuticals and fine chemicals.

Formula: C₂₀H₃₄BCl

InChI: InChI=1/C22H38BCl/c1-13-17-9-7-15(21(17,3)4)11-19(13)23(24)20-12-16-8-10-18(14(20)2)22(16,5)6/h13-20H,7-12H2,1-6H3/t13-,14-,15?,16?,17?,18?,19-,20-/m1/s1

SMILES: C[C@@H]1C2CCC(C[C@H]1B([C@@H]1CC3CCC([C@H]1C)C3(C)C)Cl)C2(C)C

Synonyms:

• (-)-Dip-Chloride
• (-)-B-Chlorodiisopinocampheylborane
• (-)-Diisopinocampheylchloroborane,(-)-Dpc,Inheptanes
• (-)-Diisopinocampheylchloroborane,(-)-Dpc,Inhexanes
• (-)-Beta-Chlorodiisopinocampheylborane
• (-)-B-Diisopinocampheyl-Chloroborane
• (-)-B-Chlorodiisopinocamphenylborane
• (-)-Diisopinocampheyl Chloroborane
• Chloro{Bis[(2S,3R)-2,8,8-Trimethylbicyclo[3.2.1]Oct-3-Yl]}Borane
• (-)-Diisopinocampheylchloroborane, in heptanes, 2M solution
• (-)-IPC2BCL
• (-)-SS-CHLORODIISOPINOCAMPHEYLBORANE
• (-)-dip-chloride tm solution
• (-)-DIP CHLORIDE, 65-75 WT% IN ALPHA-PI&
• (-)-Diisopinocampheylchloroborane, in hexanes, 2M solution
• (-)-b-chlorodiisopinocampherylborane
• (-)-DIP-CHLORIDE, 60-75 WT% IN HEXANES
• (-)-DIP-CHLORIDE(TM)

(-)-B-Chlorodiisopinocampheylborane (55-65% in Heptane, ca. 1.7mol/L)

CAS: 85116-37-6

Formula: C₂₀H₃₄BCl

Color and Shape: Colorless to Almost colorless clear liquid

Molecular weight: 320.75

Ref: 3B-C2023

(-)-B-Chlorodiisopinocampheylborane (60% in Hexane, ca. 1.7mol/L)

CAS: 85116-37-6

Formula: C₂₀H₃₄BCl

Purity: .%

Color and Shape: Solid

Molecular weight: 320.7480

Ref: IN-DA0032AR

CALLERY™ (-)-Diisopinocampheylchloroborane, 60-65% solution in heptanes ((-)-DPC)

CAS: 85116-37-6

Formula: C₂₀H₃₄BCl

Color and Shape: colorless to pale yellow liq.

Molecular weight: 320.75

Ref: 08-05-0155

(-)-B-Chlorodiisopinocampheylborane, 65% heptane solution

CAS: 85116-37-6

(-)-B-Chlorodiisopinocampheylborane is a synthetic compound that belongs to the class of diketones. It has been used in asymmetric synthesis, metathesis reactions, and as a catalyst for the preparation of chiral compounds. (-)-B-Chlorodiisopinocampheylborane can be synthesized from trifluoromethylation using chlorodiphenylsilane and sodium borohydride in heptane. This agent has been shown to be effective for the production of β-unsaturated ketones by reaction with carbonyl groups. The reaction produces a racemic mixture of enantiomers, which are isomers that are not identical but have the same chemical formula and similar physical properties. (-)-B-Chlorodiisopinocampheylborane can also be used as an intermediate for the synthesis of latanoprost lactol, which is a prostaglandin

Formula: C₂₀H₃₄BCl

Purity: Min. 95%

Color and Shape: Clear Liquid

Molecular weight: 320.75 g/mol

Ref: 3D-FC166700

(-)-B-Chlorodiisopinocampheylborane, 60% in Hexane, ca. 1.7mol/L

CAS: 85116-37-6

(-)-B-Chlorodiisopinocampheylborane is a carbonyl group that can be used for asymmetric synthesis. It was synthesized from the reaction of chlorodiisopinocampheylborane with butyllithium and allyl bromide, followed by aqueous workup. The enantiomers were separated through thin layer chromatography on silica gel plates with hexane as the eluent. The resolution of racemic latanoprost lactol was achieved in the same manner. (-)-B-Chlorodiisopinocampheylborane is also a diketone that can be prepared from para-chloroacetophenone and sodium hydroxide in ethanol. This diketone undergoes an intramolecular cyclization to produce noradrenaline (norepinephrine) and hydrochloric acid, which can then be converted into dioxolanes or other products.

Formula: C₂₀H₃₄BCl

Purity: Min. 95%

Color and Shape: Clear Liquid

Molecular weight: 320.75 g/mol

Ref: 3D-FC59962