3-[3-fluoro-4-(pyrrolidin-1-ylmethyl)phenyl]-3-hydroxycyclobutanecarboxylic acid

Base Information

Chemical Name:3-[3-fluoro-4-(pyrrolidin-1-ylmethyl)phenyl]-3-hydroxycyclobutanecarboxylic acid
CAS No.:935841-04-6
Molecular Formula:C₁₆H₂₀FNO₃
Molecular Weight:293.338
Hs Code.:

Synonyms:3-[3-fluoro-4-(pyrrolidin-1-ylmethyl)phenyl]-3-hydroxycyclobutanecarboxylic acid

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Chemical Property of 3-[3-fluoro-4-(pyrrolidin-1-ylmethyl)phenyl]-3-hydroxycyclobutanecarboxylic acid

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Technology Process of 3-[3-fluoro-4-(pyrrolidin-1-ylmethyl)phenyl]-3-hydroxycyclobutanecarboxylic acid

There total 1 articles about 3-[3-fluoro-4-(pyrrolidin-1-ylmethyl)phenyl]-3-hydroxycyclobutanecarboxylic 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:

: 76283-09-5
4-bromo-2-fluorobenzyl bromide

: 935841-04-6
3-[3-fluoro-4-(pyrrolidin-1-ylmethyl)phenyl]-3-hydroxycyclobutanecarboxylic acid

Guidance literature:: Multi-step reaction with 2 steps

1.1: acetonitrile / 4 h / 10 - 20 °C

2.1: n-butyllithium / tetrahydrofuran; hexane / 1.42 h / -78 °C

2.2: 16 h / -78 - 20 °C

With n-butyllithium; In tetrahydrofuran; hexane; acetonitrile;
DOI:10.1021/jm200939b

Reference yield: 71.0%

: 123-75-1
pyrrolidine

: 935841-04-6
3-[3-fluoro-4-(pyrrolidin-1-ylmethyl)phenyl]-3-hydroxycyclobutanecarboxylic acid

: 935840-44-1
N-{2-fluoro-4-[1-hydroxy-3-(pyrrolidin-1-ylcarbonyl)cyclobutyl]benzyl}-pyrrolidine

Guidance literature:: 3-[3-fluoro-4-(pyrrolidin-1-ylmethyl)phenyl]-3-hydroxycyclobutanecarboxylic acid; With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; for 1.5h;

With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; In tetrahydrofuran; ethyl acetate; at 45 - 50 ℃; for 0.0833333h;

pyrrolidine; In tetrahydrofuran; ethyl acetate; at 20 - 80 ℃; for 12h;

Reference yield: 63.0%

: 935841-04-6
3-[3-fluoro-4-(pyrrolidin-1-ylmethyl)phenyl]-3-hydroxycyclobutanecarboxylic acid

: 78-81-9
isobutylamine

: 935840-60-1
3-(3-fluoro-4-pyrrolidin-1-ylmethyl-phenyl)-3-hydroxy-cyclobutanecarboxylic acid isobutyl-amide

Guidance literature:: 3-[3-fluoro-4-(pyrrolidin-1-ylmethyl)phenyl]-3-hydroxycyclobutanecarboxylic acid; isobutylamine; With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; In tetrahydrofuran; ethyl acetate; at 20 ℃; for 20h;

With sodium hydrogencarbonate; In tetrahydrofuran; water; ethyl acetate; Product distribution / selectivity;