85167-10-8 Usage
Description
(1S,2S,3R,5S)-(+)-2,3-PINANEDIOL BUTYLBORONATE ESTER is a chiral boronate ester compound with a unique molecular structure characterized by its specific stereochemistry. It is derived from pinanediol, a naturally occurring chiral diol, and features a butylboronate group attached to the 2,3-positions. (1S,2S,3R,5S)-(+)-2,3-PINANEDIOL BUTYLBORONATE ESTER is known for its potential applications in various fields, particularly in the synthesis of pharmaceuticals and agrochemicals.
Uses
Used in Pharmaceutical Synthesis:
(1S,2S,3R,5S)-(+)-2,3-PINANEDIOL BUTYLBORONATE ESTER is used as an intermediate in the preparation of Bortezomib (B675700), a dipeptidyl boronate proteasome inhibitor. It plays a crucial role in the synthesis of this drug, which is a significant therapeutic agent for the treatment of multiple myeloma and mantle cell lymphoma.
Used in Agrochemical Synthesis:
(1S,2S,3R,5S)-(+)-2,3-PINANEDIOL BUTYLBORONATE ESTER is also utilized as a key intermediate in the synthesis of various agrochemicals, particularly in the development of novel pesticides and herbicides. Its unique structure and reactivity make it a valuable building block for the creation of new and effective compounds in this industry.
Used in Chiral Synthesis:
Due to its chiral nature, (1S,2S,3R,5S)-(+)-2,3-PINANEDIOL BUTYLBORONATE ESTER is employed as a chiral building block in the synthesis of enantioselective compounds. This allows for the development of enantiomerically pure products, which are essential in various applications, including pharmaceuticals, where the stereochemistry of a molecule can significantly impact its biological activity and safety.
Used in Research and Development:
(1S,2S,3R,5S)-(+)-2,3-PINANEDIOL BUTYLBORONATE ESTER serves as a valuable research tool in the field of organic chemistry, particularly in the study of asymmetric synthesis, catalysis, and the development of new synthetic methodologies. Its unique properties and reactivity make it an attractive candidate for exploring novel reactions and improving existing synthetic routes.
Check Digit Verification of cas no
The CAS Registry Mumber 85167-10-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 8,5,1,6 and 7 respectively; the second part has 2 digits, 1 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 85167-10:
(7*8)+(6*5)+(5*1)+(4*6)+(3*7)+(2*1)+(1*0)=138
138 % 10 = 8
So 85167-10-8 is a valid CAS Registry Number.
InChI:InChI=1/C14H25BO2/c1-5-6-7-15-16-12-9-10-8-11(13(10,2)3)14(12,4)17-15/h10-12H,5-9H2,1-4H3/t10-,11-,12+,14-/m0/s1
85167-10-8Relevant articles and documents
Boro-norleucine as a P1 residue for the design of selective and potent DPP7 inhibitors
Shreder, Kevin R.,Wong, Melissa S.,Corral, Sergio,Yu, Zhizhou,Winn, David T.,Wu, Min,Hu, Yi,Nomanbhoy, Tyzoon,Alemayehu, Senaiet,Fuller, Stacy R.,Rosenblum, Jonathan S.,Kozarich, John W.
, p. 4256 - 4260 (2005)
Dipeptide-based inhibitors with C-substituted (alkyl or aminoalkyl) α-amino acids in the P2 position and boro-norleucine (boro-Nle) in the P1 position were synthesized. Relative to boro-proline, boro-Nle as a P1 residue was shown able to significantly dial out DPP4, FAP, DPP8, and DPP9 activity. Dab-boro-Nle (4g) proved to be the most selective and potent DPP7 inhibitor with a DPP7 IC50 value of 480 pM.
