(R)-3-(methoxyamino)-4-(2,4,5-trifluorophenyl)butanoic acid

Base Information

• Chemical Name: (R)-3-(methoxyamino)-4-(2,4,5-trifluorophenyl)butanoic acid
• CAS No.: 1352613-40-1
• Molecular Formula: C₁₁H₁₂F₃NO₃
• Molecular Weight: 263.216
• Mol file: 1352613-40-1.mol

Synonyms:(R)-3-(methoxyamino)-4-(2,4,5-trifluorophenyl)butanoic acid

Chemical Property of (R)-3-(methoxyamino)-4-(2,4,5-trifluorophenyl)butanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-3-(methoxyamino)-4-(2,4,5-trifluorophenyl)butanoic acid

There total 8 articles about (R)-3-(methoxyamino)-4-(2,4,5-trifluorophenyl)butanoic 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:

(R)-1-methoxy-4-(2,4,5-trifluorobenzyl)azetidin-2-one (1352613-39-8) → (R)-3-(methoxyamino)-4-(2,4,5-trifluorophenyl)butanoic acid (1352613-40-1)

Guidance literature:

(R)-1-methoxy-4-(2,4,5-trifluorobenzyl)azetidin-2-one; With lithium hydroxide monohydrate; In tetrahydrofuran; at 35 ℃; for 1.5h;

With hydrogenchloride; In water; pH=4;

Reference yield:

1-bromo-2,4,5-trifluorobenzene (327-52-6) → (R)-3-(methoxyamino)-4-(2,4,5-trifluorophenyl)butanoic acid (1352613-40-1)

Guidance literature:

Multi-step reaction with 8 steps

1.1: isopropylmagnesium chloride / tetrahydrofuran / 4 h / 0 - 22 °C

1.2: 5 h / 25 - 40 °C

2.1: sodium iodide / N,N-dimethyl-formamide; water / 3 h / 95 °C

3.1: hydrogenchloride / 8 h / -10 - 35 °C

3.2: 0.17 h / 60 °C / Active charcoal addition

4.1: sodium hydroxide; water / tetrahydrofuran / 2.17 h / 40 °C

5.1: benzotriazol-1-ol; lithium hydroxide monohydrate / water / 0.17 h

5.2: 4 h / 23 °C

5.3: pH 3

6.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / -20 - 0 °C

7.1: sodium hydride / dichloromethane; N,N-dimethyl-formamide / 4 h / 23 °C

8.1: lithium hydroxide monohydrate / tetrahydrofuran / 1.5 h / 35 °C

8.2: pH 4

With hydrogenchloride; lithium hydroxide monohydrate; water; isopropylmagnesium chloride; sodium hydride; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; sodium iodide; sodium hydroxide; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;

Reference yield:

(S)-3-hydroxy-4-(2,4,5-trifluorophenyl)butanenitrile (1283096-74-1) → (R)-3-(methoxyamino)-4-(2,4,5-trifluorophenyl)butanoic acid (1352613-40-1)

Guidance literature:

Multi-step reaction with 6 steps

1.1: hydrogenchloride / 8 h / -10 - 35 °C

1.2: 0.17 h / 60 °C / Active charcoal addition

2.1: sodium hydroxide; water / tetrahydrofuran / 2.17 h / 40 °C

3.1: benzotriazol-1-ol; lithium hydroxide monohydrate / water / 0.17 h

3.2: 4 h / 23 °C

3.3: pH 3

4.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / -20 - 0 °C

5.1: sodium hydride / dichloromethane; N,N-dimethyl-formamide / 4 h / 23 °C

6.1: lithium hydroxide monohydrate / tetrahydrofuran / 1.5 h / 35 °C

6.2: pH 4

With hydrogenchloride; lithium hydroxide monohydrate; water; sodium hydride; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;

upstream raw materials:

1-bromo-2,4,5-trifluorobenzene

(S)-3-hydroxy-4-(2,4,5-trifluorophenyl)butanenitrile

3(S)-4-(2,4,5-trifluorophenyl)-3-hydroxybutanoic acid

(S)-1-chloro-3-(2,4,5-trifluorophenyl)propan-2-ol

Downstream raw materials:

(R)-3-(methoxyamino)-1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl)butan-1-one

Refernces