benzyl [(1R,6R)-2-oxo-3-oxabicyclo[4.1.0]hept-1-yl]carbamate

Base Information

Chemical Name:benzyl [(1R,6R)-2-oxo-3-oxabicyclo[4.1.0]hept-1-yl]carbamate
CAS No.:865375-32-2
Molecular Formula:C₁₄H₁₅NO₄
Molecular Weight:261.277
Hs Code.:

Synonyms:

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Chemical Property of benzyl [(1R,6R)-2-oxo-3-oxabicyclo[4.1.0]hept-1-yl]carbamate

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Technology Process of benzyl [(1R,6R)-2-oxo-3-oxabicyclo[4.1.0]hept-1-yl]carbamate

There total 8 articles about benzyl [(1R,6R)-2-oxo-3-oxabicyclo[4.1.0]hept-1-yl]carbamate 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

: 865375-32-2
benzyl [(1R,6R)-2-oxo-3-oxabicyclo[4.1.0]hept-1-yl]carbamate

Guidance literature:: Multi-step reaction with 6 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

With sodium azide; TEA; hydrogen; trifluoroacetic acid; palladium on activated charcoal; In methanol; dichloromethane; acetone; toluene; 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

: 865375-32-2
benzyl [(1R,6R)-2-oxo-3-oxabicyclo[4.1.0]hept-1-yl]carbamate

Guidance literature:: Multi-step reaction with 7 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

With sodium azide; TEA; hydrogen; sodium hydride; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; acetone; toluene; 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

: 865375-32-2
benzyl [(1R,6R)-2-oxo-3-oxabicyclo[4.1.0]hept-1-yl]carbamate

Guidance literature:: Multi-step reaction with 8 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

With sodium azide; TEA; hydrogen; sodium hydride; triphenylphosphine; trifluoroacetic acid; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; acetone; toluene; tert-butyl alcohol; benzene; 1: Mitsunobu reaction / 7: Curtius reaction;
DOI:10.1055/s-2005-870007