N-[(S)-tert-Butylcarbamoyl-((2R,5S)-5-methyl-2,5-dihydro-furan-2-yl)-methyl]-benzamide

Base Information

Chemical Name:N-[(S)-tert-Butylcarbamoyl-((2R,5S)-5-methyl-2,5-dihydro-furan-2-yl)-methyl]-benzamide
CAS No.:73331-66-5
Molecular Formula:C₁₈H₂₄N₂O₃
Molecular Weight:316.4
Hs Code.:

Synonyms:N-[(S)-tert-Butylcarbamoyl-((2R,5S)-5-methyl-2,5-dihydro-furan-2-yl)-methyl]-benzamide

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Chemical Property of N-[(S)-tert-Butylcarbamoyl-((2R,5S)-5-methyl-2,5-dihydro-furan-2-yl)-methyl]-benzamide

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Technology Process of N-[(S)-tert-Butylcarbamoyl-((2R,5S)-5-methyl-2,5-dihydro-furan-2-yl)-methyl]-benzamide

There total 9 articles about N-[(S)-tert-Butylcarbamoyl-((2R,5S)-5-methyl-2,5-dihydro-furan-2-yl)-methyl]-benzamide 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: 85.0%

: 73365-64-7
N-[(S)-tert-Butylcarbamoyl-((2R,5S)-5-methyl-2,5-dihydro-furan-2-yl)-methyl]-N-((R)-1-phenyl-ethyl)-benzamide

: 73331-66-5
N-[(S)-tert-Butylcarbamoyl-((2R,5S)-5-methyl-2,5-dihydro-furan-2-yl)-methyl]-benzamide

Guidance literature:: With formic acid; at 40 - 50 ℃;
DOI:10.1021/ja00522a095

Reference yield:

: 67492-40-4
2,5-Anhydro-4,6-di-Se-phenyl-4,6-diseleno-L-mannose Dimethyl Acetal

: 73331-66-5
N-[(S)-tert-Butylcarbamoyl-((2R,5S)-5-methyl-2,5-dihydro-furan-2-yl)-methyl]-benzamide

Guidance literature:: Multi-step reaction with 5 steps

1: 96 percent / Raney Ni / tetrahydrofuran / 2 h / Ambient temperature

2: 98 percent / pyridine / 72 h / 0 °C

3: 72 percent / sodium methoxide / methanol / 18 h / Heating

4: 1.) p-toluenesulfonic acid / 1.) THF, water, reflux, 3 h, 2.) methanol, room temperature, 12 h

5: formic acid / 1.) room temperature, 2 h, 2.) 50 - 60 deg C

With formic acid; sodium methylate; toluene-4-sulfonic acid; nickel; In tetrahydrofuran; pyridine; methanol;
DOI:10.1021/ja00545a018

Reference yield:

: 39022-34-9
3,6-di-O-p-tolylsulfonyl-2,5-anhydro-L-idofuranose dimethylacetal

: 73331-66-5
N-[(S)-tert-Butylcarbamoyl-((2R,5S)-5-methyl-2,5-dihydro-furan-2-yl)-methyl]-benzamide

Guidance literature:: Multi-step reaction with 7 steps

1: 90 percent / sodium hydride / dimethylformamide / 2 h / Ambient temperature

2: 92 percent / sodium borohydride / dimethylformamide / 80 °C

3: 96 percent / Raney Ni / tetrahydrofuran / 2 h / Ambient temperature

4: 98 percent / pyridine / 72 h / 0 °C

5: 72 percent / sodium methoxide / methanol / 18 h / Heating

6: 1.) p-toluenesulfonic acid / 1.) THF, water, reflux, 3 h, 2.) methanol, room temperature, 12 h

7: formic acid / 1.) room temperature, 2 h, 2.) 50 - 60 deg C

With sodium tetrahydroborate; formic acid; sodium methylate; sodium hydride; toluene-4-sulfonic acid; nickel; In tetrahydrofuran; pyridine; methanol; N,N-dimethyl-formamide;
DOI:10.1021/ja00545a018