ChemicalBook >> CAS DataBase List >>tert-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

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
Molecular Weight:
387.32
MDL Number:
MFCD16652353
MOL File:
956136-85-9.mol
MSDS File:
SDS
Last updated:2025-07-24 18:13:44

tert-butyl 4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperidine-1-carboxylate Properties

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

tert-butyl 4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperidine-1-carboxylate price More Price(21)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Matrix Scientific 304679 tert-Butyl 4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperidine-1-carboxylate 956136-85-9 1.00g $147 2026-05-19 Buy
Matrix Scientific 304679 tert-Butyl 4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperidine-1-carboxylate 956136-85-9 5.00g $406 2026-05-19 Buy
Matrix Scientific 304679 tert-Butyl 4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperidine-1-carboxylate 956136-85-9 10.00g $742 2026-05-19 Buy
Synthonix P75207 4-(1-Boc-4-piperidyl)phenylboronic Acid Pinacol Ester ≥95% 956136-85-9 250mg $60 2026-05-06 Buy
Synthonix P75207 4-(1-Boc-4-piperidyl)phenylboronic Acid Pinacol Ester ≥95% 956136-85-9 1g $160 2026-05-06 Buy
Product number Packaging Price Buy
304679 1.00g $147 Buy
304679 5.00g $406 Buy
304679 10.00g $742 Buy
P75207 250mg $60 Buy
P75207 1g $160 Buy

tert-butyl 4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperidine-1-carboxylate Chemical Properties, Uses, Production

Synthesis

1-N-BOC-4-(4-BROMOPHENYL)PIPERIDINE

769944-78-7

Bis(pinacolato)diboron

73183-34-3

tert-butyl 4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperidine-1-carboxylate

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

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Accela ChemBio Co.,Ltd. 021-50795510 4000665055 marketing@accelachem.com China 10972 64
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tert-butyl 4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperidine-1-carboxylate Spectrum

tert-butyl 4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperidine-1-carboxylate 1-Piperidinecarboxylic acid, 4-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-, 1,1-dimethylethyl ester 4-(1-Boc-4-piperidyl)phenylboronic Acid Pinacol Ester tert-Butyl 4-(4-(4,4,5-trimethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperidine-1-carboxylate 1-Piperidinecarboxylic acid, 4-[4-(4,4,5,5-tetramethyl-1,3,2-dioxabo ert-butyl 4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperidine-1-carboxylate 4-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-piperidine-1-carboxylic acid tert-butyl ester 4-[4-(4,4,5-Trimethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-piperidine-1-carboxylic acid tert-butyl ester Phenyl]-Piperidine-1-Carboxylic Acid Tert-Butyl Ester tert-butyl 4-[4-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]piperidine-1-carboxylate 4-(N-BOC-Piperidino)phenylboronic acid pinacol ester 4-(N-Boc-piperidin-4-yl)phenylboronic acid pinacol ester 956136-85-9 C22H34BNO4