2-[(3S,4R)-3-(3-Fluoro-phenyl)-4-hydroxymethyl-pyrrolidin-1-yl]-2,3-dimethyl-butyric acid

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Chemical Name:2-[(3S,4R)-3-(3-Fluoro-phenyl)-4-hydroxymethyl-pyrrolidin-1-yl]-2,3-dimethyl-butyric acid
CAS No.:679400-64-7
Molecular Formula:C₁₇H₂₄FNO₃
Molecular Weight:309.381
Hs Code.:

Synonyms:2-[(3S,4R)-3-(3-Fluoro-phenyl)-4-hydroxymethyl-pyrrolidin-1-yl]-2,3-dimethyl-butyric acid

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Chemical Property of 2-[(3S,4R)-3-(3-Fluoro-phenyl)-4-hydroxymethyl-pyrrolidin-1-yl]-2,3-dimethyl-butyric acid

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Technology Process of 2-[(3S,4R)-3-(3-Fluoro-phenyl)-4-hydroxymethyl-pyrrolidin-1-yl]-2,3-dimethyl-butyric acid

There total 2 articles about 2-[(3S,4R)-3-(3-Fluoro-phenyl)-4-hydroxymethyl-pyrrolidin-1-yl]-2,3-dimethyl-butyric 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: 60.0%

: 106660-88-2
2-bromo-2,3-dimethylbutanoic acid

: 301184-91-8
3-(R)-(tert-butyldimethylsilyloxymethyl)-4-(S)-(3-fluoro)phenylpyrrolidine

: 679400-64-7
2-[(3S,4R)-3-(3-Fluoro-phenyl)-4-hydroxymethyl-pyrrolidin-1-yl]-2,3-dimethyl-butyric acid

Guidance literature:: 2-bromo-2,3-dimethylbutanoic acid; 3-(R)-(tert-butyldimethylsilyloxymethyl)-4-(S)-(3-fluoro)phenylpyrrolidine; With silver trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 20 ℃;

With trifluoroacetic acid; In tetrahydrofuran; acetonitrile; preparative RP-HPLC;
DOI:10.1016/j.bmcl.2003.12.005

Reference yield:

: 26287-62-7
L-2-amino-2,3-dimethylbutyric acid

: 679400-64-7
2-[(3S,4R)-3-(3-Fluoro-phenyl)-4-hydroxymethyl-pyrrolidin-1-yl]-2,3-dimethyl-butyric acid

Guidance literature:: Multi-step reaction with 2 steps

1.1: 5 percent / aq. NaNO₂; KBr; HBr

2.1: AgOTf; DIEA / tetrahydrofuran / 20 °C

2.2: 60 percent / aq. TFA / tetrahydrofuran; acetonitrile / preparative RP-HPLC

With hydrogen bromide; silver trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine; potassium bromide; sodium nitrite; In tetrahydrofuran;
DOI:10.1016/j.bmcl.2003.12.005