tert-butyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-8-azabicyclo[3.2.1]oct-3-ene-8-carboxylate - Names and Identifiers
Name | tert-Butyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-8-azabicyclo[3.2.1]oct-3-ene-8-carboxylate
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Synonyms | 8-Boc-8-aza-bicyclo3.2.1oct-2-ene-3-boronic acid picol ester 8-(tert-Butoxy)carbonyl-8-azabicyclo[3.2.1]oct-2-ene-3-boronic acid pinacol ester 8-Boc-3-(4,4,5,5-TetraMethyl-1,3,2-dioxaborolan-2-yl)-8-azabicyclo[3.2.1]oct-2-ene tert-butyl 3-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-8-azabicyclo[3.2.1]oct-3-ene-8-carboxylat tert-butyl3-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-8-azabicyclo[3.2.1]oct-2-ene-8-carboxylate tert-butyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-8-azabicyclo[3.2.1]oct-3-ene-8-carboxylate tert-Butyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-8-azabicyclo[3.2.1]oct-3-ene-8-carboxylate 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-8-azabicyclo[3.2.1]oct-2-ene-8-carboxylic acid 1,1-dimethylethyl ester 8-Azabicyclo[3.2.1]oct-2-ene-8-carboxylic acid, 3-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-, 1,1-diMethylethyl ester
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CAS | 900503-08-4
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tert-butyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-8-azabicyclo[3.2.1]oct-3-ene-8-carboxylate - Physico-chemical Properties
Molecular Formula | C18H30BNO4
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Molar Mass | 335.25 |
Density | 1.08 |
Boling Point | 378.2±52.0 °C(Predicted) |
pKa | -1.34±0.40(Predicted) |
Storage Condition | 2-8°C |
tert-butyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-8-azabicyclo[3.2.1]oct-3-ene-8-carboxylate - Introduction
tert-Butyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-8-azabicyclo[3.2.1]oct-3-ene-8-carboxylate (abbreviated as TBDOBE), its chemical formula is C15H25NO3B.
Nature:
-Appearance: TBDOBE is a white to light yellow solid.
-Melting point: about 130-133°C.
-Solubility: Good solubility in organic solvents (such as dichloromethane, methanol and ethanol).
Use:
- TBDOBE can be used as an intermediate for the synthesis of organic drugs and ligands. It can be used in organic synthesis reactions, such as aromatization reaction and substitution reaction of aniline.
- TBDOBE can also be used as an organometallic-catalyzed ligand, with a wide range of applications, such as asymmetric hydrogenation, hydrogenation of aldehydes and ketones, and the synthesis of chiral drugs.
Preparation Method:
the synthesis method of TBDOBE can be achieved by combining 3-bromo-8-tert-butoxycarbonyl-8-azabicyclo [3.2.1] oct-2-ene (3-Bromotert-butyl 8-azabicyclo[3.2.1]oct-3-ene-8-carboxylate) with 4,4,5,5-tetramethyl-1,3, 2-dioxaboropentane (4,4,5,5-tetam-1, 2-dioxaborolane) is obtained by reaction under alkaline conditions.
Safety Information:
TBDOBE is relatively safe under normal operation, but appropriate protective measures are still needed. It may cause irritation to the eyes, skin and respiratory system, so wear appropriate personal protective equipment (such as gloves and protective glasses) when handling.
During use and storage, avoid contact with harmful substances such as strong oxidants and strong acids.
Last Update:2024-04-09 20:49:11