(1S,2R)-1-Benzyloxycarbonylamino-2-(2-oxo-ethyl)-cyclopropanecarboxylic acid methyl ester

Base Information

Chemical Name:(1S,2R)-1-Benzyloxycarbonylamino-2-(2-oxo-ethyl)-cyclopropanecarboxylic acid methyl ester
CAS No.:865375-37-7
Molecular Formula:C₁₅H₁₇NO₅
Molecular Weight:291.304
Hs Code.:

Synonyms:

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Chemical Property of (1S,2R)-1-Benzyloxycarbonylamino-2-(2-oxo-ethyl)-cyclopropanecarboxylic acid methyl ester

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Technology Process of (1S,2R)-1-Benzyloxycarbonylamino-2-(2-oxo-ethyl)-cyclopropanecarboxylic acid methyl ester

There total 11 articles about (1S,2R)-1-Benzyloxycarbonylamino-2-(2-oxo-ethyl)-cyclopropanecarboxylic acid methyl ester 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:

: di-tert-butyl (2R)-2-[2-benzyloxyethyl]cyclopropane-1,1-dicarboxylate

: 865375-37-7
(1S,2R)-1-Benzyloxycarbonylamino-2-(2-oxo-ethyl)-cyclopropanecarboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: hydrogen / palladium on activated charcoal / methanol / 1.5 h / atmospheric pressure

2: trifluoroacetic acid / dichloromethane / Heating

3: TEA / acetone; benzene / 0.5 h / 0 °C

4: sodium azide / acetone / 0.5 h

5: toluene / 2 h / Heating

6: toluene / Heating

7: lithium hydroxide / tetrahydrofuran / 20 °C

8: potassium carbonate / N,N-dimethyl-formamide; acetonitrile

9: sulfur trioxide pyridine complex; N-ethyl-N,N-diisopropylamine / dichloromethane; dimethyl sulfoxide / 0.25 h / cooling

With lithium hydroxide; sodium azide; TEA; hydrogen; sulfur trioxide pyridine complex; potassium carbonate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone; toluene; acetonitrile; benzene; 5: Curtius reaction;
DOI:10.1055/s-2005-870007

Reference yield:

: 865375-30-0
di-tert-butyl [(2S)-4-benzyloxy-2-(3,5-dinitrobenzoyloxy)]butylmalonate

: 865375-37-7
(1S,2R)-1-Benzyloxycarbonylamino-2-(2-oxo-ethyl)-cyclopropanecarboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: sodium hydride / tetrahydrofuran; tert-butyl alcohol / 48 h / 20 °C

2: hydrogen / palladium on activated charcoal / methanol / 1.5 h / atmospheric pressure

3: trifluoroacetic acid / dichloromethane / Heating

4: TEA / acetone; benzene / 0.5 h / 0 °C

5: sodium azide / acetone / 0.5 h

6: toluene / 2 h / Heating

7: toluene / Heating

8: lithium hydroxide / tetrahydrofuran / 20 °C

9: potassium carbonate / N,N-dimethyl-formamide; acetonitrile

10: sulfur trioxide pyridine complex; N-ethyl-N,N-diisopropylamine / dichloromethane; dimethyl sulfoxide / 0.25 h / cooling

With lithium hydroxide; sodium azide; TEA; hydrogen; sulfur trioxide pyridine complex; sodium hydride; potassium carbonate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone; toluene; acetonitrile; tert-butyl alcohol; benzene; 6: Curtius reaction;
DOI:10.1055/s-2005-870007

Reference yield:

: 161111-09-7
Di-tert-butyl (4-(benzyloxy)-(S)-2-hydroxybutyl)malonate

: 865375-37-7
(1S,2R)-1-Benzyloxycarbonylamino-2-(2-oxo-ethyl)-cyclopropanecarboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran

2: sodium hydride / tetrahydrofuran; tert-butyl alcohol / 48 h / 20 °C

3: hydrogen / palladium on activated charcoal / methanol / 1.5 h / atmospheric pressure

4: trifluoroacetic acid / dichloromethane / Heating

5: TEA / acetone; benzene / 0.5 h / 0 °C

6: sodium azide / acetone / 0.5 h

7: toluene / 2 h / Heating

8: toluene / Heating

9: lithium hydroxide / tetrahydrofuran / 20 °C

10: potassium carbonate / N,N-dimethyl-formamide; acetonitrile

11: sulfur trioxide pyridine complex; N-ethyl-N,N-diisopropylamine / dichloromethane; dimethyl sulfoxide / 0.25 h / cooling

With lithium hydroxide; sodium azide; TEA; hydrogen; sulfur trioxide pyridine complex; sodium hydride; potassium carbonate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; trifluoroacetic acid; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone; toluene; acetonitrile; tert-butyl alcohol; benzene; 1: Mitsunobu reaction / 7: Curtius reaction;
DOI:10.1055/s-2005-870007