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

Melting point:

60-65°C

Boiling point:

358.8±35.0 °C(Predicted)

Density 

1.03

storage temp. 

2-8°C

pka

-1.07±0.40(Predicted)

form 

solid

color 

White

InChIKey

IBLQMWKHENBVJE-UHFFFAOYSA-N

CAS DataBase Reference

1048970-17-7

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26

WGK Germany 

3

HS Code 

2933399990

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

Uses

1-Boc-piperidin-4-ylboronic acid, pinacol ester

Synthesis

General procedure for the synthesis of 1-N-tert-butoxycarbonylpiperidine-4-boronic acid pinacol ester from 1,2,3,6-tetrahydro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine: method 4: general conditions for the reduction of tetrahydropyridines to piperidines in the presence of boronic acid ester: the boronic acid ester was dissolved in a mixed solvent of ethyl acetate and methanol (1:1 v/v) , with a final borate concentration of 0.4 M) in a mixture of ethyl acetate and methanol, followed by the addition of palladium hydroxide (0.35 equiv). The reaction mixture was stirred under hydrogen atmosphere for 14 hours. Upon completion of the reaction, the reaction mixture was filtered and concentrated in vacuum to give the target piperidine product in quantitative yield. Example 8: Piperidine 8 was prepared from compound 1 in a two-step reaction using Method 4, followed by deprotection of pinacol esters using Method 2. [M-H]? = 228.2 m/z. activity: b

References

[1] Patent: WO2010/118159, 2010, A1. Location in patent: Page/Page column 64-65; 67-68

tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)piperidine-1-carboxylate(1048970-17-7)Related Product Information

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• Deionized water
• N,N'-Ethylenebis(stearamide)
• Sulfanilamide
• N-ACETYLLACTOSAMINE
• tert-butyl 4-broMo-5,6-dihydropyridine-1(2H)-carboxylate
• tert-butyl 4-(2-tosylhydrazono)piperidine-1-carboxylate
• tert-Butyl 3-Methyl-1H-pyrazole-1-carboxylate
• tert-butyl 4-(5-isopropoxy-2-methyl-4-nitrophenyl)piperidine-1-carboxylate
• tert-butyl 4-(4-aMino-5-isopropoxy-2-Methylphenyl)piperidine-1-carboxylate
• TERT-BUTYL 4-(3-BROMOBENZYL)PIPERAZINE-1-CARBOXYLATE
• 1-N-BOC-4-(4-CHLOROPHENYL)PIPERIDINE
• tert-butyl 4-(4-iodopyridin-2-yl)piperazine-1-carboxylate
• tert-Butyl 4-bromo-3,5-dimethyl-1H-pyrazole-1-carboxylate
• 1-Piperidinecarboxylic acid, 4-(4-methylphenyl)-, 1,1-dimethylethyl ester
• tert-butyl 4-(5-chloro-2-hydroxyphenyl)-1H-pyrazole-1-carboxylate
• Boronic acid, (1-methyl-4-piperidinyl)- (9CI)
• tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)piperidine-1-carboxylate