(S)-2-((tert-butoxycarbonyl)amino)-4-(2-methoxyphenyl)-4-oxobutanoic acid

Base Information

Chemical Name:(S)-2-((tert-butoxycarbonyl)amino)-4-(2-methoxyphenyl)-4-oxobutanoic acid
CAS No.:174464-18-7
Molecular Formula:C₁₆H₂₁NO₆
Molecular Weight:323.346
Hs Code.:

Synonyms:(S)-2-((tert-butoxycarbonyl)amino)-4-(2-methoxyphenyl)-4-oxobutanoic acid

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Chemical Property of (S)-2-((tert-butoxycarbonyl)amino)-4-(2-methoxyphenyl)-4-oxobutanoic acid

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Technology Process of (S)-2-((tert-butoxycarbonyl)amino)-4-(2-methoxyphenyl)-4-oxobutanoic acid

There total 2 articles about (S)-2-((tert-butoxycarbonyl)amino)-4-(2-methoxyphenyl)-4-oxobutanoic acid 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: 92.0%

: 24424-99-5
di-tert-butyl dicarbonate

: (S)-2-amino-4-(2-methoxyphenyl)-4-oxobutanoic acid trifluoroacetate

: 174464-18-7
(S)-2-((tert-butoxycarbonyl)amino)-4-(2-methoxyphenyl)-4-oxobutanoic acid

Guidance literature:: With triethylamine; In tetrahydrofuran; water; for 2h; Ambient temperature;
DOI:10.1021/jo951754c

Reference yield:

: 174464-16-5
tert-butyl (S)-2-((tert-butoxycarbonyl)amino)-4-(2-methoxyphenyl)-4-oxobutanoate

: 174464-18-7
(S)-2-((tert-butoxycarbonyl)amino)-4-(2-methoxyphenyl)-4-oxobutanoic acid

Guidance literature:: Multi-step reaction with 2 steps

1: 2.5 h

2: 92 percent / Et₃N / tetrahydrofuran; H₂O / 2 h / Ambient temperature

With triethylamine; In tetrahydrofuran; water;
DOI:10.1021/jo951754c

Reference yield:

: 174464-18-7
(S)-2-((tert-butoxycarbonyl)amino)-4-(2-methoxyphenyl)-4-oxobutanoic acid

: HCl*Met-An^oAsp-Ile-OCH₃

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) carbonylbis(3-methylimidazolium triflate), 2.) N-methylmorpholine / 1) THF, MeNO₂, 5 min; 2) THF, MeNO₂, rt, 2 h

2: 86 percent / acetyl chloride, methanol / ethyl acetate / 2 h / Ambient temperature

3: 1.) methyl triflate, CDI, N-methylimidazole, 2.) N-methylmorpholine / 1) THF, MeNO₂, 0 deg C, 8 min; 2) THF, DMF, MeNO₂, rt, 1.5 h

4: 93 percent / HCl / ethyl acetate / 2 h

With 4-methyl-morpholine; 1-methyl-1H-imidazole; hydrogenchloride; methanol; 1,1'-carbonylbis(3-methyl-1H-imidazol-3-ium) triflate; acetyl chloride; 1,1'-carbonyldiimidazole; methyl trifluoromethanesulfonate; In ethyl acetate;
DOI:10.1021/jo951754c