(2S,3R)-2-carboxy-3-(3-carboxy-4-fluorophenyl)pyrrolidin-1-ium chloride

Base Information

Chemical Name:(2S,3R)-2-carboxy-3-(3-carboxy-4-fluorophenyl)pyrrolidin-1-ium chloride
CAS No.:1622235-87-3
Molecular Formula:C₁₂H₁₂FNO₄*ClH
Molecular Weight:289.691
Hs Code.:

Synonyms:(2S,3R)-2-carboxy-3-(3-carboxy-4-fluorophenyl)pyrrolidin-1-ium chloride

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Chemical Property of (2S,3R)-2-carboxy-3-(3-carboxy-4-fluorophenyl)pyrrolidin-1-ium chloride

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Technology Process of (2S,3R)-2-carboxy-3-(3-carboxy-4-fluorophenyl)pyrrolidin-1-ium chloride

There total 5 articles about (2S,3R)-2-carboxy-3-(3-carboxy-4-fluorophenyl)pyrrolidin-1-ium chloride 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%

: (2S,3R)-1-(tert-butoxycarbonyl)-3-(3-carboxy-4-fluorophenyl)pyrrolidine-2-carboxylic acid

: 1622235-87-3
(2S,3R)-2-carboxy-3-(3-carboxy-4-fluorophenyl)pyrrolidin-1-ium chloride

Guidance literature:: (2S,3R)-1-(tert-butoxycarbonyl)-3-(3-carboxy-4-fluorophenyl)pyrrolidine-2-carboxylic acid; With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2h;

With hydrogenchloride;
DOI:10.1021/acs.jmedchem.7b01624

Reference yield:

: 99725-14-1
4-bromo-1-fluoro-2-<<<(1,1-dimethylethyl)dimethylsilyl>oxy>methyl>benzene

: 1622235-87-3
(2S,3R)-2-carboxy-3-(3-carboxy-4-fluorophenyl)pyrrolidin-1-ium chloride

Guidance literature:: Multi-step reaction with 5 steps

1.1: tert.-butyl lithium / pentane; diethyl ether / 0.17 h / -78 °C

1.2: 0.25 h / -78 - -42 °C

1.3: 1 h / -78 - -42 °C

2.1: lithium triethylborohydride / tetrahydrofuran / 1 h / -78 °C

3.1: triethylsilane; boron trifluoride diethyl etherate / dichloromethane / 5 h / -78 °C

3.2: 20 °C / Inert atmosphere

4.1: sodium periodate; rhodium(III) chloride hydrate / water; acetonitrile; ethyl acetate / 2 h / 0 °C

5.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C

With triethylsilane; sodium periodate; rhodium(III) chloride hydrate; boron trifluoride diethyl etherate; tert.-butyl lithium; lithium triethylborohydride; trifluoroacetic acid; In tetrahydrofuran; diethyl ether; dichloromethane; water; ethyl acetate; acetonitrile; pentane;
DOI:10.1021/acs.jmedchem.7b01624

Reference yield:

: C₂₉H₅₂FNO₅Si₂

: 1622235-87-3
(2S,3R)-2-carboxy-3-(3-carboxy-4-fluorophenyl)pyrrolidin-1-ium chloride

Guidance literature:: Multi-step reaction with 3 steps

1.1: triethylsilane; boron trifluoride diethyl etherate / dichloromethane / 5 h / -78 °C

1.2: 20 °C / Inert atmosphere

2.1: sodium periodate; rhodium(III) chloride hydrate / water; acetonitrile; ethyl acetate / 2 h / 0 °C

3.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C

With triethylsilane; sodium periodate; rhodium(III) chloride hydrate; boron trifluoride diethyl etherate; trifluoroacetic acid; In dichloromethane; water; ethyl acetate; acetonitrile;
DOI:10.1021/acs.jmedchem.7b01624