cis-1-(benzoylamino)-3-(hydroxymethyl)cyclobutane-1-N,N-pentamethylenecarboxamide

Base Information

Chemical Name:cis-1-(benzoylamino)-3-(hydroxymethyl)cyclobutane-1-N,N-pentamethylenecarboxamide
CAS No.:161181-53-9
Molecular Formula:C₁₈H₂₄N₂O₃
Molecular Weight:316.4
Hs Code.:

Synonyms:cis-1-(benzoylamino)-3-(hydroxymethyl)cyclobutane-1-N,N-pentamethylenecarboxamide

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Chemical Property of cis-1-(benzoylamino)-3-(hydroxymethyl)cyclobutane-1-N,N-pentamethylenecarboxamide

Chemical Property:

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Technology Process of cis-1-(benzoylamino)-3-(hydroxymethyl)cyclobutane-1-N,N-pentamethylenecarboxamide

There total 10 articles about cis-1-(benzoylamino)-3-(hydroxymethyl)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: 70.0%

: 161181-49-3
cis-methyl 1-(benzoylamino)-1-(pentamethylenecarbamoyl)cyclobutane-3-carboxylate

: 161181-53-9
cis-1-(benzoylamino)-3-(hydroxymethyl)cyclobutane-1-N,N-pentamethylenecarboxamide

Guidance literature:: With sodium tetrahydroborate; In 1,4-dioxane; water; for 20h; Ambient temperature;
DOI:10.1021/jm00051a005

Reference yield:

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

: 161181-53-9
cis-1-(benzoylamino)-3-(hydroxymethyl)cyclobutane-1-N,N-pentamethylenecarboxamide

Guidance literature:: Multi-step reaction with 7 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: 0.4 g / sodium amalgam / tetrahydrofuran; methanol / 3 h / Ambient temperature

6: tetrahydrofuran; diethyl ether

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

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

Reference yield:

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

: 161181-53-9
cis-1-(benzoylamino)-3-(hydroxymethyl)cyclobutane-1-N,N-pentamethylenecarboxamide

Guidance literature:: Multi-step reaction with 8 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: 0.4 g / sodium amalgam / tetrahydrofuran; methanol / 3 h / Ambient temperature

7: tetrahydrofuran; diethyl ether

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

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