64234-27-1

Basic information

• Product Name: [(1R,2S,3R,5R)-2,6,6-Trimethylbicyclo[3.1.1]hept-3-yl]borane
• Synonyms: [(1R,2S,3R,5R)-2,6,6-Trimethylbicyclo[3.1.1]hept-3-yl]borane;Monoisopinocampheylborane
• CAS NO: 64234-27-1
• Molecular Formula: C₁₀H₁₉B
• Molecular Weight: 150.07
• Mol File: 64234-27-1.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: [(1R,2S,3R,5R)-2,6,6-Trimethylbicyclo[3.1.1]hept-3-yl]borane(CAS DataBase Reference)
• NIST Chemistry Reference: [(1R,2S,3R,5R)-2,6,6-Trimethylbicyclo[3.1.1]hept-3-yl]borane(64234-27-1)
• EPA Substance Registry System: [(1R,2S,3R,5R)-2,6,6-Trimethylbicyclo[3.1.1]hept-3-yl]borane(64234-27-1)

Safety Data

• Hazardous Substances Data: 64234-27-1(Hazardous Substances Data)

Usage

General Description

[(1R,2S,3R,5R)-2,6,6-Trimethylbicyclo[3.1.1]hept-3-yl]borane, also known as 2,6-lutidine borane, is a chemical compound that is commonly used as a reagent in organic synthesis. It is a boron-containing compound that is highly reactive and is used in a variety of chemical reactions, including reduction and hydroboration reactions. It is a colorless liquid at room temperature and is often used as a solution in solvents such as toluene or THF. The compound is known for its ability to add a boron atom to unsaturated organic compounds, making it a valuable tool in the synthesis of complex organic molecules. Its unique structure and reactivity make it an important tool in the field of organic chemistry.

Upstream product

• 7785-70-8 2,6,6-trimethylbicyclo[3.1.1]hept-2-ene 
• 7785-70-8 (+)-α-pinene 

Downstream Products

• 75420-45-0 (S)-(+)-3-methyl-4-penten-1-ol 
• 75420-44-9 (-)-(3R)-methyl-4-penten-1-ol 
• 7785-70-8 (+)-α-pinene 
• 217079-80-6 C₁₉H₃₂BCl 
• 681247-31-4 N-[(7S,8S)-1-bromo-7-hydroxy-8-methyl-5,6,7,8-tetrahydro-2-naphthalenyl]-2-fluorobenzenesulfonamide 
• 88947-07-3 (1S,2S)-trans-isopinocampheyl-(2-methylcyclohexyl)borane 
• 83681-53-2 (1R,2R)-(-)-ethyl trans-(2-methylcyclohexyl)-n-pentylborinate 
• 83681-54-3 (1R,2R)-(-)-ethyl trans-(2-phenylcyclopentyl)ethylborinate 

Relevant articles and documents

An Enantioconvergent and Concise Synthesis of Lasonolide A

Efficient access to medicinally significant natural products is an essential basis for the development of pharmaceuticals. The limited availability of marine natural products impedes broad biological evaluation. Despite several elegant syntheses of (?)-lasonolide A having been reported, a practical synthesis of this potent anticancer polyketide remains elusive. Based on the application of borane as a traceless protecting group and the development of an unprecedented bissulfone reagent for Julia olefination, (?)-lasonolide A was assembled in an enantioconvergent manner through the application of stereoselective hydroboration, allylation, and oxidation. This concise route may provide a realistic solution for accessing derivatives and analogues.

BICYCLIC COMPOUNDS

Disclosed are compounds of Formula (I) and/or a salt thereof; wherein R is —OH or —OP(O)(OH)2. Also disclosed are methods of using such compounds as selective agonists for G protein-coupled receptor S1P1, and pharmaceutical compositions comprising such compounds. These compounds are useful in treating, preventing, or slowing the progression of diseases or disorders in a variety of therapeutic areas, such as autoimmune diseases and vascular disease.