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1338243-88-1

methyl 4-(1-((tert-butoxycarbonyl)amino)cyclopropyl)benzoate synthesis

7synthesis methods
360773-84-8 Synthesis
t-Butyl 1-(4-bromophenyl)cyclopropylcarbamate

360773-84-8
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$29.00/250mg

201230-82-2 Synthesis
carbon monoxide

201230-82-2
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methyl 4-(1-((tert-butoxycarbonyl)amino)cyclopropyl)benzoate

1338243-88-1
13 suppliers
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Yield:1338243-88-1 97%

Reaction Conditions:

with dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 at 130;

Steps:

2 Step 2:

l-(N-boc-amino)-l-(4-bromophenyl)cyclopropane (10.5 g, 33.63 mmol) was carbonylated in MeOH (100 mL) at 130°C and 50 atm CO pressure with Pd(dppf)Cl2.DCM complex as catalyst. After consumption of the starting material, the resulting mixture was concentrated and the residue was partitioned between water (100 mL) and EtOAc (200 mL). The organic layer was collected, dried over sodium sulfate and concentrated to give methyl 4- (l-[(tert-butoxy)carbonyl]aminocyclopropyl)benzoate (9.5 g, 32.61 mmol, 97% yield) which was used in the next step without further purification.

References:

WO2020/221826,2020,A1 Location in patent:Page/Page column 165-166