N-(tert-butoxycarbonyl)piperidine → tert-Butyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)piperidine-1-carboxylate

HRID 1491012Notes

Reaction equation

HRID 1491012 reaction equation
CC(C)(C)OC(=O)N1CCCCC1>C1=CCCC=CCC1.C1=CCCC=CCC1.C1CCCCCCC1.CC1(C)OB(B2OC(C)(C)C(C)(C)O2)OC1(C)C.C[OH2+].C[OH2+].Cc1ccc2ccc3cccnc3c2n1.[Ir].[Ir]>CC(C)(C)OC(=O)N1CCCC(B2OC(C)(C)C(C)(C)O2)C1

Participants

6

Reactant 1

HCID 7010304N-(tert-butoxycarbonyl)piperidine

Product 1

HCID 71700020tert-Butyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)piperidine-1-carboxylateYield 41%

Reagents, catalysts & solvents 4

HCID 2733548Bis(pinacolato)diboraneReagentHCID 49133562-Methyl-1,10-phenanthrolineReagentHCID 76001521Bis(1,5-cyclooctadiene)dimethoxydiiridiumCatalystHCID 9266CyclooctaneSolvent

Conditions

Temperature
100 °C

Sources & evidence

ORD record
ord-5996352a1aa340fab16b8c9d1475bbdc
Source dataset
Borylation dataset from Roche

Reaction notes

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