tert-butyl 4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperidine-1-carboxylate
- Product Name
- tert-butyl 4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperidine-1-carboxylate
- CAS No.
- 956136-85-9
- Chemical Name
- tert-butyl 4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperidine-1-carboxylate
- Synonyms
- 4-(N-BOC-Piperidino)phenylboronic acid pinacol ester;Phenyl]-Piperidine-1-Carboxylic Acid Tert-Butyl Ester;4-(1-Boc-4-piperidyl)phenylboronic Acid Pinacol Ester;4-(N-Boc-piperidin-4-yl)phenylboronic acid pinacol ester;1-Piperidinecarboxylic acid, 4-[4-(4,4,5,5-tetramethyl-1,3,2-dioxabo;tert-butyl 4-[4-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]piperidine-1-carboxylate;tert-Butyl 4-(4-(4,4,5-trimethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperidine-1-carboxylate;ert-butyl 4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperidine-1-carboxylate;tert-butyl 4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperidine-1-carboxylate;4-[4-(4,4,5-Trimethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-piperidine-1-carboxylic acid tert-butyl ester
- CBNumber
- CB83070840
- Molecular Formula
- C22H34BNO4
- Formula Weight
- 387.32
- MOL File
- 956136-85-9.mol
tert-butyl 4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperidine-1-carboxylate Property
- Boiling point:
- 480.6±45.0 °C(Predicted)
- Density
- 1.07±0.1 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- pka
- -1.69±0.40(Predicted)
- Appearance
- White to off-white Solid
N-Bromosuccinimide Price
- Product number
- 3255AQ
- Product name
- tert-butyl4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperidine-1-carboxylate
- Packaging
- 1g
- Price
- $855.2
- Updated
- 2021/12/16
- Product number
- 956136859
- Product name
- tert-Butyl4-(4-(4,4,5-trimethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperidine-1-carboxylate
- Packaging
- 5g
- Price
- $1671.55
- Updated
- 2021/12/16
- Product number
- A205601
- Product name
- tert-Butyl4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperidine-1-carboxylate
- Purity
- 97%
- Packaging
- 250mg
- Price
- $167
- Updated
- 2021/12/16
- Product number
- 956136859
- Product name
- tert-Butyl4-(4-(4,4,5-trimethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperidine-1-carboxylate
- Packaging
- 250mg
- Price
- $216.58
- Updated
- 2021/12/16
- Product number
- CD11003781
- Product name
- tert-Butyl4-(4-(4,4,5-trimethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperidine-1-carboxylate
- Purity
- 97%
- Packaging
- 1g
- Price
- $412
- Updated
- 2021/12/16
tert-butyl 4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperidine-1-carboxylate Chemical Properties,Usage,Production
Synthesis
769944-78-7
73183-34-3
956136-85-9
The general procedure for the synthesis of 4-(1-Boc-4-piperidinyl)phenylboronic acid pinacol ester from 1-N-Boc-4-(4-bromophenyl)piperidine and pinacol ester of boronic acid was as follows: in a pressure tube, a dioxane solution of tert-butyl 4-(4-bromophenyl)piperidine-1-carboxylate (1363 mg, 4.006 mmol) was purified with bis(pinacolato)diboron (1526 mg , 6.009 mmol), KOAc (1179 mg, 12.02 mmol) and PdCl2(dppf)-DCM (327.1 mg, 0.4006 mmol) treatment. The mixture was bubbled with nitrogen for 1 min, then sealed and heated at 100 °C overnight. After the reaction mixture was cooled to ambient temperature, it was diluted with a mixture of EtOAc (75 mL), water (50 mL), and brine (25 mL), and the resulting emulsion was filtered through Celite and washed with EtOAc. The two-phase filtrate was separated and the organic phase was washed with brine, dried (MgSO4), filtered and concentrated in vacuum. Purification of the crude product by silica gel chromatography (0-50% EtOAc/hexane) afforded 4-(1-Boc-4-piperidinyl)phenylboronic acid pinacol ester (1437 mg, 93% yield).1H NMR (CDCl3) δ 7.76 (d, 2H), 7.22 (m, 2H), 4.24 (d, 2H), 2.79 (dt, 2H), 2.65 ( tt, 1H), 1.81 (m, 2H), 1.63 (dq, 2H), 1.48 (s, 9H), 1.33 (s, 12H).
References
[1] Patent: WO2017/11776, 2017, A1. Location in patent: Paragraph 00701
[2] Patent: WO2017/114497, 2017, A1. Location in patent: Page/Page column 339
[3] Patent: WO2018/59549, 2018, A1. Location in patent: Page/Page column 293
[4] Patent: WO2007/126957, 2007, A2. Location in patent: Page/Page column 101
[5] Patent: WO2009/7390, 2009, A2. Location in patent: Page/Page column 96
tert-butyl 4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperidine-1-carboxylate Preparation Products And Raw materials
Raw materials
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