21947-87-5 Usage
Description
Diisopinocampheylborane, also known as Ipc2BH, is a hydroborane reagent characterized by its white sticky solid appearance. It is a valuable synthetic intermediate in the preparation of various organic compounds, including nicotine analogs, (-)-Invictolide, and (+)-strictifolione.
Uses
Used in Organic Synthesis:
Diisopinocampheylborane is used as a synthetic intermediate for the preparation of nicotine analogs, (-)-Invictolide, (+)-strictifolione, and other organic compounds. Its unique chemical properties make it a versatile reagent in the synthesis of complex organic molecules, facilitating the formation of carbon-carbon and carbon-heteroatom bonds.
Used in Pharmaceutical Industry:
Diisopinocampheylborane is used as a key reagent in the synthesis of pharmaceutical compounds, particularly in the development of novel drugs targeting various diseases. Its ability to form stable complexes with organic substrates allows for the efficient construction of complex molecular frameworks, which are essential for the discovery of new therapeutic agents.
Used in Chemical Research:
Diisopinocampheylborane is employed as a research tool in the field of organic chemistry, enabling chemists to explore new reaction pathways and develop innovative synthetic strategies. Its unique reactivity and selectivity make it an indispensable component in the study of organic reactions and the development of new synthetic methodologies.
Check Digit Verification of cas no
The CAS Registry Mumber 21947-87-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,1,9,4 and 7 respectively; the second part has 2 digits, 8 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 21947-87:
(7*2)+(6*1)+(5*9)+(4*4)+(3*7)+(2*8)+(1*7)=125
125 % 10 = 5
So 21947-87-5 is a valid CAS Registry Number.
InChI:InChI=1/C20H35B/c1-11-15-7-13(19(15,3)4)9-17(11)21-18-10-14-8-16(12(18)2)20(14,5)6/h11-18,21H,7-10H2,1-6H3
21947-87-5Relevant articles and documents
Brown, Herbert C.,Jadhav, Prabhakar K.,Desai, Manoj C.
, p. 4303 - 4304 (1982)
Synthetic studies on callipeltin A: Stereoselective synthesis of (2 R,3 R,4 S)-3-hydroxy-2,4,6-trimethylheptanoic acid
Sabitha, Gowravaram,Yadagiri,Chandrashekhar,Yadav
, p. 4307 - 4311 (2010)
Asymmetric synthesis of (2R,3R,4S)-3-hydroxy-2,4,6-trimethylheptanoic acid, the -hydroxy acid unit that acylates the N-terminus of cyclic depsipeptide callipeltin A, has been devised. The approach involves the desymmetrization of a bicyclic precursor, which generates the three chiral centers
Preparation of crystalline (diisopinocampheyl)borane
Abbott, Jason R.,Allais, Christophe,Roush, William R.
, p. 26 - 37 (2016/08/27)
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Stereospecific Pd-catalyzed cross-coupling reactions of secondary alkylboron nucleophiles and aryl chlorides
Li, Ling,Zhao, Shibin,Joshi-Pangu, Amruta,Diane, Mohamed,Biscoe, Mark R.
supporting information, p. 14027 - 14030 (2015/01/08)
We report the development of a Pd-catalyzed process for the stereospecific cross-coupling of unactivated secondary alkylboron nucleophiles and aryl chlorides. This process tolerates the use of secondary alkylboronic acids and secondary alkyltrifluoroborates and occurs without significant isomerization of the alkyl nucelophile. Optically active secondary alkyltrifluoroborate reagents undergo cross-coupling reactions with stereospecific inversion of configuration using this method.