methyl 2-((2S,3S,4R)-1-(2-fluoro-4-hydroxyphenyl)-4-hydroxy-3-methylpyrrolidin-2-yl)acetate

Base Information

• Chemical Name: methyl 2-((2S,3S,4R)-1-(2-fluoro-4-hydroxyphenyl)-4-hydroxy-3-methylpyrrolidin-2-yl)acetate
• CAS No.: 1610039-12-7
• Molecular Formula: C₁₄H₁₈FNO₄
• Molecular Weight: 283.3
• Mol file: 1610039-12-7.mol

Synonyms:methyl 2-((2S,3S,4R)-1-(2-fluoro-4-hydroxyphenyl)-4-hydroxy-3-methylpyrrolidin-2-yl)acetate

Chemical Property of methyl 2-((2S,3S,4R)-1-(2-fluoro-4-hydroxyphenyl)-4-hydroxy-3-methylpyrrolidin-2-yl)acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2-((2S,3S,4R)-1-(2-fluoro-4-hydroxyphenyl)-4-hydroxy-3-methylpyrrolidin-2-yl)acetate

There total 11 articles about methyl 2-((2S,3S,4R)-1-(2-fluoro-4-hydroxyphenyl)-4-hydroxy-3-methylpyrrolidin-2-yl)acetate 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: 20.0%

methyl 2-((2S,3S,4R)-1-(2-fluoro-4-methoxyphenyl)-4-methoxy-3-methylpyrrolidin-2-yl)acetate (1610036-12-8) → methyl 2-((2S,3S,4R)-1-(2-fluoro-4-hydroxyphenyl)-4-hydroxy-3-methylpyrrolidin-2-yl)acetate (1610039-12-7)

Guidance literature:

methyl 2-((2S,3S,4R)-1-(2-fluoro-4-methoxyphenyl)-4-methoxy-3-methylpyrrolidin-2-yl)acetate; With boron dimethyl-trifluoro sulphide; In dichloromethane; at 0 ℃; for 7h;

With methanol; acetyl chloride; at 0 - 20 ℃; for 4.33333h;

Reference yield:

((2R,3S,4R)-1-(2-fluoro-4-methoxyphenyl)-4-methoxy-3-methylpyrrolidin-2-yl)methanol (1610039-11-6) → methyl 2-((2S,3S,4R)-1-(2-fluoro-4-hydroxyphenyl)-4-hydroxy-3-methylpyrrolidin-2-yl)acetate (1610039-12-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: triethylamine; methanesulfonyl chloride / dichloromethane / 1 h / 0 °C

1.2: 4 h / 65 °C

2.1: hydrogenchloride / methanol; dichloromethane; acetic acid methyl ester / 21 h / 40 °C

3.1: boron dimethyl-trifluoro sulphide / dichloromethane / 7 h / 0 °C

3.2: 4.33 h / 0 - 20 °C

With hydrogenchloride; boron dimethyl-trifluoro sulphide; methanesulfonyl chloride; triethylamine; In methanol; dichloromethane; acetic acid methyl ester;

Reference yield:

2-((2S,3S,4R)-1-(2-fluoro-4-methoxyphenyl)-4-methoxy-3methylpyrrolidin-2-yl)acetonitrile (1610036-11-7) → methyl 2-((2S,3S,4R)-1-(2-fluoro-4-hydroxyphenyl)-4-hydroxy-3-methylpyrrolidin-2-yl)acetate (1610039-12-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: hydrogenchloride / methanol; dichloromethane; acetic acid methyl ester / 21 h / 40 °C

2.1: boron dimethyl-trifluoro sulphide / dichloromethane / 7 h / 0 °C

2.2: 4.33 h / 0 - 20 °C

With hydrogenchloride; boron dimethyl-trifluoro sulphide; In methanol; dichloromethane; acetic acid methyl ester;

upstream raw materials:

2-fluoro-1-iodo-4-methoxybenzene

((2R,3S,4R)-1-(2-fluoro-4-methoxyphenyl)-4-methoxy-3-methylpyrrolidin-2-yl)methanol

2-((2S,3S,4R)-1-(2-fluoro-4-methoxyphenyl)-4-methoxy-3methylpyrrolidin-2-yl)acetonitrile

methyl 2-((2S,3S,4R)-1-(2-fluoro-4-methoxyphenyl)-4-methoxy-3-methylpyrrolidin-2-yl)acetate

Downstream raw materials:

2-((2S,3S,4R)-1-(4-(((3,4-trans)-1-(5-chloro-2-methoxypyridin-4-yl)-3-methylpiperidin-4-yl)oxy)-2-fluorophenyl)-4-hydroxy-3-methylpyrrolidin-2-yl)acetic acid

methyl 2-((2S,3S,4R)-4-acetoxy-1-(4-(((3,4-trans)-1-(5-chloro-2-methoxypyridin-4-yl)-3-methylpiperidin-4-yl)oxy)-2-fluorophenyl)-3-methylpyrrolidin2-yl)acetate

methyl 2-((2S,3S,4R)-4-acetoxy-1-(2-fluoro-4-hydroxyphenyl)-3-methylpyrrolidin-2-yl)acetate