38721-52-7 Usage
Description
Lithium triisobutylhydroborate, also known as lithium tri-sec-butylborohydride, is a mild and strong reducing agent with high stereoselectivity in organic synthesis. It is commercially available as a one molar solution in tetrahydrofuran and is characterized by its clear, colorless appearance.
Uses
Used in Pharmaceutical Industry:
Lithium triisobutylhydroborate is used as a reducing agent for the enantioselective synthesis of α-amino acids via the reduction of N-tert-butanesulfinyl ketimine esters. This application is crucial in the development of chiral pharmaceutical compounds.
Used in Chemical Synthesis:
Lithium triisobutylhydroborate is employed as a reagent in diastereoselective reduction reactions, which are essential for creating specific stereoisomers of molecules, a critical aspect in the synthesis of complex organic compounds.
Used in Organic Chemistry:
It is used in the hydride reduction of the Danishefsky pyranones, which are important intermediates in the synthesis of various natural products and pharmaceuticals.
Used in Asymmetric Reductive Aldol Reaction:
Lithium triisobutylhydroborate is utilized in the asymmetric reductive aldol reaction of enones with α-alkoxy aldehydes, a key step in the synthesis of complex organic molecules with specific stereochemistry.
Used in Synthesis of Alkanols:
It is used in the synthesis of alkanols by carbonylation reactions, which are essential for the production of various chemicals and materials.
Used in Preparation of Oxygen Heterocycles:
Lithium triisobutylhydroborate, as part of the L-Selectride Solution, is used as a reducing agent in the preparation of oxygen heterocycles, which are important structural motifs in many biologically active compounds.
Used in Synthesis of Bicyclic Compounds:
Lithium triisobutylhydroborate is also used as a reactant in the synthesis of novel bicicyclo[3.1.0]hexane analogs, which may prove useful in the treatment of depression.
Features
Lithium tri-sec-butylborohydride is a new type of hydride reducing agent, which has the characteristics of strong reducing ability and high regio- and stereoselectivity.
Preparation
Lithium triisobutylhydroborate can be prepared by:In a 3000ml three-necked flask, add 1000ml of 1mol/L tri-sec-butylboron tetrahydrofuran solution, add 1000ml of 1mol/L triethylenediamine tetrahydrofuran solution simultaneously, introduce nitrogen to start stirring, put the mixture of the two in an ice-water bath After cooling to 0° C., 1000 ml of a 1 mol/L lithium aluminum hydride solution in tetrahydrofuran was slowly added dropwise to the above mixed solution with a constant pressure funnel for about 10 hours.
Check Digit Verification of cas no
The CAS Registry Mumber 38721-52-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,8,7,2 and 1 respectively; the second part has 2 digits, 5 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 38721-52:
(7*3)+(6*8)+(5*7)+(4*2)+(3*1)+(2*5)+(1*2)=127
127 % 10 = 7
So 38721-52-7 is a valid CAS Registry Number.
InChI:InChI=1/C12H28B.Li/c1-7-10(4)13(11(5)8-2)12(6)9-3;/h10-13H,7-9H2,1-6H3;/q-1;+1
