trans-3-fluoro-3-methylcyclobutane-1-carboxylic acid

Base Information

• Chemical Name: trans-3-fluoro-3-methylcyclobutane-1-carboxylic acid
• CAS No.: 1455037-43-0
• Molecular Formula: C₆H₉FO₂
• Molecular Weight: 132.135
• Hs Code.: 2916200090
• Mol file: 1455037-43-0.mol

Synonyms:3-methyl-trans(3-fluorocyclobutanecarboxylic acid)

Chemical Property of trans-3-fluoro-3-methylcyclobutane-1-carboxylic acid

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

(1r,3r)-3-Fluoro-3-methylcyclobutanecarboxylic acid 95% ^*data from reagent suppliers

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Technology Process of trans-3-fluoro-3-methylcyclobutane-1-carboxylic acid

There total 5 articles about trans-3-fluoro-3-methylcyclobutane-1-carboxylic 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: 86.0%

benzyl 3-methyl-trans(3-fluorocyclobutanecarboxylate) (1455037-41-8) → 3-methyl-trans(3-fluorocyclobutanecarboxylic acid) (1455037-43-0,1613330-60-1)

Guidance literature:

With 5%-palladium/activated carbon; hydrogen; In ethyl acetate;

DOI:10.1002/ejoc.201500746

Reference yield:

3-oxocyclobutanecarboxylic acid (23761-23-1) → 3-methyl-trans(3-fluorocyclobutanecarboxylic acid) (1455037-43-0,1613330-60-1)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 1,1'-carbonyldiimidazole / dichloromethane / 2 h / 20 °C

1.2: 16 h / 20 °C

2.1: tetrahydrofuran; diethyl ether / 0.5 h / -78 °C

3.1: diethylamino-sulfur trifluoride / dichloromethane / -78 - 20 °C / Inert atmosphere

4.1: palladium 10% on activated carbon; hydrogen / methanol / 760.05 Torr

With diethylamino-sulfur trifluoride; palladium 10% on activated carbon; hydrogen; 1,1'-carbonyldiimidazole; In tetrahydrofuran; methanol; diethyl ether; dichloromethane;

Reference yield:

benzyl 3-oxocyclobutane-1-carboxylate (198995-91-4) → 3-methyl-trans(3-fluorocyclobutanecarboxylic acid) (1455037-43-0,1613330-60-1)

Guidance literature:

Multi-step reaction with 3 steps

1: tetrahydrofuran; diethyl ether / 0.5 h / -78 °C

2: diethylamino-sulfur trifluoride / dichloromethane / -78 - 20 °C / Inert atmosphere

3: palladium 10% on activated carbon; hydrogen / methanol / 760.05 Torr

With diethylamino-sulfur trifluoride; palladium 10% on activated carbon; hydrogen; In tetrahydrofuran; methanol; diethyl ether; dichloromethane;

upstream raw materials:

3-oxocyclobutanecarboxylic acid

benzyl 3-oxocyclobutane-1-carboxylate

benzyl 3-methyl-trans(3-fluorocyclobutanecarboxylate)

benzyl trans-3-hydroxy-3-methylcyclobutanecarboxylate

Downstream raw materials:

1-(3-fluoro-cis-3-methylcyclobutyl)-3-(2-fluoro-4-methyl-5-(2-methyl-7-(methylamino)-1,6-naphthyridin-3-yl)phenyl)urea

cis-3-fluoro-3-methylcyclobutanamine hydrochloride

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