methyl N-(benzyloxycarbonyl)-5,5-difluoro-6-(3-methyl-5-oxo-1,2,4-oxadiazol-4(5H)-yl)-L-norleucinate

Base Information

Chemical Name:methyl N-(benzyloxycarbonyl)-5,5-difluoro-6-(3-methyl-5-oxo-1,2,4-oxadiazol-4(5H)-yl)-L-norleucinate
CAS No.:667464-90-6
Molecular Formula:C₁₈H₂₁F₂N₃O₆
Molecular Weight:413.378
Hs Code.:

Synonyms:methyl N-(benzyloxycarbonyl)-5,5-difluoro-6-(3-methyl-5-oxo-1,2,4-oxadiazol-4(5H)-yl)-L-norleucinate

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Chemical Property of methyl N-(benzyloxycarbonyl)-5,5-difluoro-6-(3-methyl-5-oxo-1,2,4-oxadiazol-4(5H)-yl)-L-norleucinate

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Technology Process of methyl N-(benzyloxycarbonyl)-5,5-difluoro-6-(3-methyl-5-oxo-1,2,4-oxadiazol-4(5H)-yl)-L-norleucinate

There total 4 articles about methyl N-(benzyloxycarbonyl)-5,5-difluoro-6-(3-methyl-5-oxo-1,2,4-oxadiazol-4(5H)-yl)-L-norleucinate 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: 42.0%

: 3-methyl-4H-[1,2,4]oxadiazol-5-one potassium salt

: 667464-89-3
(S)-methyl 2-(((benzyloxy)carbonyl)amino)-5,5-difluoro-6-(((trifluoromethyl)sulfonyl)oxy)hexanoate

: 667464-90-6
methyl N-(benzyloxycarbonyl)-5,5-difluoro-6-(3-methyl-5-oxo-1,2,4-oxadiazol-4(5H)-yl)-L-norleucinate

Guidance literature:: In N,N-dimethyl-formamide; at 50 ℃; for 20h;
DOI:10.1021/jm030348f

Reference yield:

: 75266-40-9
N-benzyloxycarbonyl-L-α-vinylglycine methyl ester

: 667464-90-6
methyl N-(benzyloxycarbonyl)-5,5-difluoro-6-(3-methyl-5-oxo-1,2,4-oxadiazol-4(5H)-yl)-L-norleucinate

Guidance literature:: Multi-step reaction with 4 steps

1.1: Cu / dimethylformamide / 24 h

1.2: 32 percent / Zn; AcOH / ethanol / 4 h / 80 °C

2.1: NaBH₄ / methanol / 20 °C

3.1: 89 percent / DMAP / CH₂Cl₂ / 2 h

4.1: 42 percent / dimethylformamide / 20 h / 50 °C

With dmap; sodium tetrahydroborate; copper; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm030348f

Reference yield:

: 667464-88-2
methyl 2-[(benzyloxycarbonyl)amino]-5,5-difluoro-7-hydroxyheptanoate

: 667464-90-6
methyl N-(benzyloxycarbonyl)-5,5-difluoro-6-(3-methyl-5-oxo-1,2,4-oxadiazol-4(5H)-yl)-L-norleucinate

Guidance literature:: Multi-step reaction with 2 steps

1: 89 percent / DMAP / CH₂Cl₂ / 2 h

2: 42 percent / dimethylformamide / 20 h / 50 °C

With dmap; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm030348f