(3R)-3-[(1,1-dimethylethoxycarbonyl)amino]-4-(2,5-difluorophenyl)butanoic acid methyl ester

Base Information

Chemical Name:(3R)-3-[(1,1-dimethylethoxycarbonyl)amino]-4-(2,5-difluorophenyl)butanoic acid methyl ester
CAS No.:837430-13-4
Molecular Formula:C₁₆H₂₁F₂NO₄
Molecular Weight:329.344
Hs Code.:

Synonyms:(3R)-3-[(1,1-dimethylethoxycarbonyl)amino]-4-(2,5-difluorophenyl)butanoic acid methyl ester

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3R)-3-[(1,1-dimethylethoxycarbonyl)amino]-4-(2,5-difluorophenyl)butanoic acid methyl ester

Chemical Property:

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Technology Process of (3R)-3-[(1,1-dimethylethoxycarbonyl)amino]-4-(2,5-difluorophenyl)butanoic acid methyl ester

There total 10 articles about (3R)-3-[(1,1-dimethylethoxycarbonyl)amino]-4-(2,5-difluorophenyl)butanoic acid methyl ester 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: 63.0%

: 67-56-1
methanol

: 837430-12-3
(R)-3-[(1,1-dimethylethoxycarbonyl)amino]-1-diazo-4-(2,5-difluorophenyl)butan-2-one

: 837430-13-4
(3R)-3-[(1,1-dimethylethoxycarbonyl)amino]-4-(2,5-difluorophenyl)butanoic acid methyl ester

Guidance literature:: With silver benzoate; N-ethyl-N,N-diisopropylamine; at 20 ℃; for 2.5h;
DOI:10.1021/jm0493156

Reference yield:

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

: 837430-13-4
(3R)-3-[(1,1-dimethylethoxycarbonyl)amino]-4-(2,5-difluorophenyl)butanoic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: aq. HCl / acetonitrile / 16 h / 20 °C

1.2: 18.7 g / triethylamine / CH₂Cl₂ / 6 h / 20 °C

2.1: aq. LiOH / tetrahydrofuran / 16 h / 20 °C

3.1: isobutyl chloroformate; triethylamine / diethyl ether / 0.25 h / -30 °C

3.2: 16.7 g / diethyl ether / 0.25 h / 0 °C

4.1: 63 percent / diisopropylethylamine; silver benzoate / 2.5 h / 20 °C

With hydrogenchloride; lithium hydroxide; silver benzoate; triethylamine; N-ethyl-N,N-diisopropylamine; isobutyl chloroformate; In tetrahydrofuran; diethyl ether; acetonitrile;
DOI:10.1021/jm0493156

Reference yield:

: 85117-99-3
2-(bromomethyl)-1,4-difluorobenzene

: 837430-13-4
(3R)-3-[(1,1-dimethylethoxycarbonyl)amino]-4-(2,5-difluorophenyl)butanoic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: n-BuLi / tetrahydrofuran / 0.33 h / -78 °C

1.2: 75 percent / tetrahydrofuran / 3.5 h / -78 °C

2.1: aq. HCl / acetonitrile / 16 h / 20 °C

2.2: 18.7 g / triethylamine / CH₂Cl₂ / 6 h / 20 °C

3.1: aq. LiOH / tetrahydrofuran / 16 h / 20 °C

4.1: isobutyl chloroformate; triethylamine / diethyl ether / 0.25 h / -30 °C

4.2: 16.7 g / diethyl ether / 0.25 h / 0 °C

5.1: 63 percent / diisopropylethylamine; silver benzoate / 2.5 h / 20 °C

With hydrogenchloride; lithium hydroxide; n-butyllithium; silver benzoate; triethylamine; N-ethyl-N,N-diisopropylamine; isobutyl chloroformate; In tetrahydrofuran; diethyl ether; acetonitrile;
DOI:10.1021/jm0493156