ethyl 1-[2-(benzyloxycarbonylamino)acetyl]-cyclopropanecarboxylate

Base Information

Chemical Name:ethyl 1-[2-(benzyloxycarbonylamino)acetyl]-cyclopropanecarboxylate
CAS No.:220969-66-4
Molecular Formula:C₁₆H₁₉NO₅
Molecular Weight:305.331
Hs Code.:

Synonyms:ethyl 1-[2-(benzyloxycarbonylamino)acetyl]-cyclopropanecarboxylate

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Chemical Property of ethyl 1-[2-(benzyloxycarbonylamino)acetyl]-cyclopropanecarboxylate

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Technology Process of ethyl 1-[2-(benzyloxycarbonylamino)acetyl]-cyclopropanecarboxylate

There total 2 articles about ethyl 1-[2-(benzyloxycarbonylamino)acetyl]-cyclopropanecarboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 76.0%

: 1279116-77-6
ethyl 1-(2-azidoacetyl)cyclopropanecarboxylate

: 501-53-1,94274-21-2
benzyl chloroformate

: 220969-66-4
ethyl 1-[2-(benzyloxycarbonylamino)acetyl]-cyclopropanecarboxylate

Guidance literature:: ethyl 1-(2-azidoacetyl)cyclopropanecarboxylate; With hydrogenchloride; palladium 10% on activated carbon; hydrogen; In ethanol; at 20 ℃; for 2h; under 1551.49 Torr; Autoclave;

benzyl chloroformate; With pyridine; In dichloromethane; at 30 ℃; for 16.3333h; Cooling with ice; Inert atmosphere;
DOI:10.1021/jo2002165

Reference yield:

: 32933-03-2
ethyl 1-acetylcyclopropanecarboxylate

: 220969-66-4
ethyl 1-[2-(benzyloxycarbonylamino)acetyl]-cyclopropanecarboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: bromine / ethanol / 1.33 h / 30 °C / Cooling with ice; Inert atmosphere

2.1: sodium azide / acetonitrile / 20 h / 20 °C / Inert atmosphere

3.1: hydrogenchloride; palladium 10% on activated carbon; hydrogen / ethanol / 2 h / 20 °C / 1551.49 Torr / Autoclave

3.2: 16.33 h / 30 °C / Cooling with ice; Inert atmosphere

With hydrogenchloride; sodium azide; palladium 10% on activated carbon; hydrogen; bromine; In ethanol; acetonitrile;
DOI:10.1021/jo2002165

Reference yield:

: 220969-66-4
ethyl 1-[2-(benzyloxycarbonylamino)acetyl]-cyclopropanecarboxylate

: 328405-08-9
ethyl 1-[2-(benzyloxycarbonylamino)-1-hydroxyethyl]-cyclopropanecarboxylate

Guidance literature:: With dichloro(benzene)ruthenium(II) dimer; hydrogen; (2,2,2',2'-tetramethyl[4,4'-bibenzo[d][1,3]dioxole]-5,5'-diyl)bis(diphenylphosphine); In ethanol; at 70 ℃; for 18h; under 15001.5 Torr; optical yield given as %ee; enantioselective reaction; Autoclave;
DOI:10.1021/jo2002165