trans-1-(benzoylamino)-3-<2-(methoxycarbonyl)ethenyl>cyclobutane-1-N,N-pentamethylenecarboxamide

Base Information

Chemical Name:trans-1-(benzoylamino)-3-<2-(methoxycarbonyl)ethenyl>cyclobutane-1-N,N-pentamethylenecarboxamide
CAS No.:161277-13-0
Molecular Formula:C₂₁H₂₆N₂O₄
Molecular Weight:370.448
Hs Code.:

Synonyms:trans-1-(benzoylamino)-3-<2-(methoxycarbonyl)ethenyl>cyclobutane-1-N,N-pentamethylenecarboxamide

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Chemical Property of trans-1-(benzoylamino)-3-<2-(methoxycarbonyl)ethenyl>cyclobutane-1-N,N-pentamethylenecarboxamide

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Technology Process of trans-1-(benzoylamino)-3-<2-(methoxycarbonyl)ethenyl>cyclobutane-1-N,N-pentamethylenecarboxamide

There total 12 articles about trans-1-(benzoylamino)-3-<2-(methoxycarbonyl)ethenyl>cyclobutane-1-N,N-pentamethylenecarboxamide 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: 77.0%

: 21204-67-1,2605-67-6
methyl (triphenylphosphoranylidene)acetate

: 161181-58-4
trans-1-(benzoylamino)-3-formylcyclobutane-1-N,N-pentamethylenecarboxamide

: 161277-13-0
trans-1-(benzoylamino)-3-<2-(methoxycarbonyl)ethenyl>cyclobutane-1-N,N-pentamethylenecarboxamide

Guidance literature:: In benzene; at 80 ℃; for 20h;
DOI:10.1021/jm00051a005

Reference yield:

: 117488-02-5
cis-1-Azido-N,N-pentamethylene-3-(phenylsulfonyl)cyclobutane-1-carboxamide

: 161277-13-0
trans-1-(benzoylamino)-3-<2-(methoxycarbonyl)ethenyl>cyclobutane-1-N,N-pentamethylenecarboxamide

Guidance literature:: Multi-step reaction with 9 steps

1: H₂ / Pd/C / ethyl acetate / 20 h / 760 Torr

2: 96 percent / Heating

3: Et₃N / 1 h / 0 - 20 °C

4: 1.) BuLi / 1.) THF, -40 deg C - -50 deg C, 1 h, 2.) THF, -50 deg C, - RT

5: 1.5 g / sodium amalgam / tetrahydrofuran; methanol / 3 h / Ambient temperature

6: tetrahydrofuran; diethyl ether

7: 70 percent / NaBH₄ / dioxane; H₂O / 20 h / Ambient temperature

8: 63 percent / DMSO, TFAA / CH₂Cl₂ / 3 h

9: 77 percent / benzene / 20 h / 80 °C

With sodium tetrahydroborate; sodium amalgam; n-butyllithium; hydrogen; dimethyl sulfoxide; triethylamine; trifluoroacetic anhydride; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; dichloromethane; water; ethyl acetate; benzene;
DOI:10.1021/jm00051a005

Reference yield:

: 161181-43-7
1-Azido-3-benzenesulfonyl-cyclobutanecarbonyl chloride

: 161277-13-0
trans-1-(benzoylamino)-3-<2-(methoxycarbonyl)ethenyl>cyclobutane-1-N,N-pentamethylenecarboxamide

Guidance literature:: Multi-step reaction with 10 steps

1: CH₂Cl₂ / 1 h / Ambient temperature

2: H₂ / Pd/C / ethyl acetate / 20 h / 760 Torr

3: 96 percent / Heating

4: Et₃N / 1 h / 0 - 20 °C

5: 1.) BuLi / 1.) THF, -40 deg C - -50 deg C, 1 h, 2.) THF, -50 deg C, - RT

6: 1.5 g / sodium amalgam / tetrahydrofuran; methanol / 3 h / Ambient temperature

7: tetrahydrofuran; diethyl ether

8: 70 percent / NaBH₄ / dioxane; H₂O / 20 h / Ambient temperature

9: 63 percent / DMSO, TFAA / CH₂Cl₂ / 3 h

10: 77 percent / benzene / 20 h / 80 °C

With sodium tetrahydroborate; sodium amalgam; n-butyllithium; hydrogen; dimethyl sulfoxide; triethylamine; trifluoroacetic anhydride; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; dichloromethane; water; ethyl acetate; benzene;
DOI:10.1021/jm00051a005