3-hydroxy-cyclobutanecarboxylic acid benzyl ester

Base Information

• Chemical Name: 3-hydroxy-cyclobutanecarboxylic acid benzyl ester
• CAS No.: 480449-99-8
• Molecular Formula: C12H14O3
• Molecular Weight: 206.241
• Hs Code.: 2918199090
• Mol file: 480449-99-8.mol

Synonyms:Benzyl 3-hydroxycyclobutanecarboxylate;cyclobutanecarboxylic acid, 3-hydroxy-, phenylmethyl ester

Chemical Property of 3-hydroxy-cyclobutanecarboxylic acid benzyl ester

Chemical Property:

• Vapor Pressure: 8.92E-05mmHg at 25°C
• Refractive Index: 1.581
• Boiling Point: 326.2 °C at 760 mmHg
• Flash Point: 137.8 °C
• PSA: 46.53000
• Density: 1.24 g/cm³
• LogP: 1.50070
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

98%,99%, ^*data from raw suppliers

Benzyl3-Hydroxycyclobutanecarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-hydroxy-cyclobutanecarboxylic acid benzyl ester

There total 6 articles about 3-hydroxy-cyclobutanecarboxylic acid benzyl ester 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: 88.0%

benzyl 3-oxocyclobutane-1-carboxylate (198995-91-4) → 3-hydroxycyclobutylcarboxylic acid benzyl ester (480449-99-8,128041-58-7)

Guidance literature:

With sodium tetrahydroborate; water; In tetrahydrofuran; at 0 - 20 ℃; for 1h;

Reference yield: 28.0%

benzyl bromide (100-39-0) → 3-hydroxycyclobutylcarboxylic acid benzyl ester (480449-99-8,128041-58-7)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 20 ℃; for 96h;

Reference yield:

3-oxocyclobutanecarboxylic acid (23761-23-1) → 3-hydroxycyclobutylcarboxylic acid benzyl ester (480449-99-8,128041-58-7)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / tetrahydrofuran / 2 h / 20 °C

2: water; sodium tetrahydroborate / tetrahydrofuran / 1 h / 0 - 20 °C

With sodium tetrahydroborate; water; triethylamine; In tetrahydrofuran;

upstream raw materials:

benzyl 3-oxocyclobutane-1-carboxylate

benzyl bromide

3-oxocyclobutanecarboxylic acid

benzyl chloroformate

Downstream raw materials:

cis-3-hydroxycyclobutylcarboxylic acid

benzyl 3-phenoxycyclobutane-1-carboxylate

3-phenoxycyclobutanecarboxylic acid

2-N-methyl-6-[5-(3-phenoxycyclobutyl)-1,2,4-oxadiazol-3-yl]-2-N-phenyl-1,3,5-triazine-2,4-diamine

Refernces

• 1、 Shindo, Naoya,Ojida, Akio,Tokunaga, Keisuke,Sato, Mami,Kuwata, Keiko,Miura, Chizuru,Fuchida, Hirokazu,Matsunaga, Naoya,Koyanagi, Satoru,Ohdo, Shigehiro. "Bicyclobutane carboxylic amide as a cysteine-directed strained electrophile for selective targeting of proteins". supporting information. p. 18522 - 18531. Retrieved 2020/11/02.
• 2、 -. "1-(CYCLOALKYL-CARBONYL)PROLINE DERIVATIVE". Paragraph 1528; 1529. . Retrieved 2015/06/03.