N-[(S)-(3-Benzyloxy-5-methyl-isoxazol-4-yl)-tert-butylcarbamoyl-methyl]-benzamide

Base Information

Chemical Name:N-[(S)-(3-Benzyloxy-5-methyl-isoxazol-4-yl)-tert-butylcarbamoyl-methyl]-benzamide
CAS No.:172540-17-9
Molecular Formula:C₂₄H₂₇N₃O₄
Molecular Weight:421.496
Hs Code.:

Synonyms:N-[(S)-(3-Benzyloxy-5-methyl-isoxazol-4-yl)-tert-butylcarbamoyl-methyl]-benzamide

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Chemical Property of N-[(S)-(3-Benzyloxy-5-methyl-isoxazol-4-yl)-tert-butylcarbamoyl-methyl]-benzamide

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Technology Process of N-[(S)-(3-Benzyloxy-5-methyl-isoxazol-4-yl)-tert-butylcarbamoyl-methyl]-benzamide

There total 4 articles about N-[(S)-(3-Benzyloxy-5-methyl-isoxazol-4-yl)-tert-butylcarbamoyl-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: 52.0%

: 172540-15-7
N-[(S)-(3-Benzyloxy-5-methyl-isoxazol-4-yl)-tert-butylcarbamoyl-methyl]-N-((S)-1-phenyl-ethyl)-benzamide

: 172540-17-9
N-[(S)-(3-Benzyloxy-5-methyl-isoxazol-4-yl)-tert-butylcarbamoyl-methyl]-benzamide

Guidance literature:: With formic acid; at 20 - 60 ℃; for 1h;
DOI:10.1021/jm950393q

Reference yield:

: 115886-03-8
3-(benzyloxy)-5-methyl-4-isoxazolecarboxylic acid

: 172540-17-9
N-[(S)-(3-Benzyloxy-5-methyl-isoxazol-4-yl)-tert-butylcarbamoyl-methyl]-benzamide

Guidance literature:: Multi-step reaction with 4 steps

1: 92 percent / SOCl₂, DMF / 0.25 h / Heating

2: 55 percent / lithium tri-tert-butoxyaluminum hydride / tetrahydrofuran / 0.5 h / -78 °C

3: 1.) MeOH, reflux, 30 min, 2.) MeOH, overnight, RT

4: 52 percent / 95percent formic acid / 1 h / 20 - 60 °C

With formic acid; thionyl chloride; lithium tri(t-butoxy)aluminum hydride; N,N-dimethyl-formamide; In tetrahydrofuran;
DOI:10.1021/jm950393q

Reference yield:

: 172540-12-4
3-(benzyloxy)-5-methyl-4-isoxazolecarbonyl chloride

: 172540-17-9
N-[(S)-(3-Benzyloxy-5-methyl-isoxazol-4-yl)-tert-butylcarbamoyl-methyl]-benzamide

Guidance literature:: Multi-step reaction with 3 steps

1: 55 percent / lithium tri-tert-butoxyaluminum hydride / tetrahydrofuran / 0.5 h / -78 °C

2: 1.) MeOH, reflux, 30 min, 2.) MeOH, overnight, RT

3: 52 percent / 95percent formic acid / 1 h / 20 - 60 °C

With formic acid; lithium tri(t-butoxy)aluminum hydride; In tetrahydrofuran;
DOI:10.1021/jm950393q