99438-28-5 Usage
Uses
Used in Synthetic Organic Chemistry:
(-)-B-Methoxydiisopinocampheylborane is used as a chiral catalyst for the synthesis of complex organic compounds, such as the bacterial macrolide glycoside (-)-Lyngbyaloside B, which maintains antiproliferative activity.
Used in Oxidative Cyclization and Alkylation:
(-)-B-Methoxydiisopinocampheylborane is used as a reactant in oxidative cyclization and alkylation reactions for the synthesis of ionomycin, a potent immunosuppressive agent.
Used in Intramolecular Conjugate Addition:
In the synthesis of tetrahydropyran, (-)-B-Methoxydiisopinocampheylborane is used as a reactant for intramolecular conjugate addition reactions.
Used in Aldol Addition and Suzuki Coupling Reactions:
(-)-B-Methoxydiisopinocampheylborane is utilized as a reactant in aldol addition and Suzuki coupling reactions, which are essential for the formation of carbon-carbon bonds in organic synthesis.
Used in Allylation Reactions:
This chiral catalyst is also used in allylation reactions, which involve the addition of an allyl group to a molecule, contributing to the synthesis of various organic compounds.
Used in Synthesis of Alkanols:
(-)-B-Methoxydiisopinocampheylborane is used in the synthesis of alkanols, which are important intermediates in the production of various chemicals and pharmaceuticals.
Used in the Synthesis of Homoallylic Alcohols and Complex Natural Products:
(-)-B-Methoxydiisopinocampheylborane hydrate serves as an intermediate in the synthesis of homoallylic alcohols and several complex natural products, highlighting its versatility in organic synthesis.
Check Digit Verification of cas no
The CAS Registry Mumber 99438-28-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 9,9,4,3 and 8 respectively; the second part has 2 digits, 2 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 99438-28:
(7*9)+(6*9)+(5*4)+(4*3)+(3*8)+(2*2)+(1*8)=185
185 % 10 = 5
So 99438-28-5 is a valid CAS Registry Number.
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+/m1/s1
99438-28-5Relevant academic research and scientific papers
Formal synthesis of leustroducsin B via Reformatsky/Claisen condensation of silyl glyoxylates
Greszler, Stephen N.,Malinowski, Justin T.,Johnson, Jeffrey S.
, p. 3206 - 3209 (2011/08/07)
A formal synthesis of leustroducsin B has been completed. The synthesis relies upon a recently developed Reformatsky/Claisen condensation of silyl glyoxylates and enantioenriched β-lactones that establishes two of the molecule's three core stereocenters and permits further elaboration to an intermediate in Imanishi's synthesis via reliable chemistry (Prasad reduction, asymmetric pentenylation, Mitsunobu inversion).
Synthesis of the C29-C37 bicyclic ether core of (+)-sorangicin A
Crimmins, Michael T.,Haley, Matthew W.
, p. 4223 - 4225 (2007/10/03)
(Chemical Equation Presented) Construction of the unique bicyclic bis-ether core of the macrolide (+)-sorangicin A has been achieved. This fragment was prepared by utilizing a one-pot cascade of three bond forming events. An epoxide opening of the epoxy tosylate 2 led to the formation of the tetrahydropyran and subsequently to a second epoxide. Finally, a second epoxide opening closed the tetrahydrofuran ring. The bicyclic fragment was synthesized in just nine steps from (E)-cinnamaldehyde.
