Ethyl 2-(oxetan-3-ylidene)acetate

Base Information

• Chemical Name: Ethyl 2-(oxetan-3-ylidene)acetate
• CAS No.: 922500-91-2
• Molecular Formula: C7H10O3
• Molecular Weight: 142.155
• Hs Code.: 29329990
• European Community (EC) Number: 821-672-9
• DSSTox Substance ID: DTXSID40693399
• Nikkaji Number: J2.403.825D
• Mol file: 922500-91-2.mol

Synonyms:ethyl 2-(oxetan-3-ylidene)acetate;922500-91-2;Ethyl oxetan-3-ylideneacetate;MFCD12755197;Ethyl 3-oxetanylideneacetate;Oxetan-3-ylidene-acetic acid ethyl ester;ACETIC ACID, 2-(3-OXETANYLIDENE)-, ETHYL ESTER;Ethyl2-(oxetan-3-ylidene)acetate;SCHEMBL1978877;Ethyl (oxetan-3-ylidene)acetate;DTXSID40693399;CVZGHWOZWYWLBL-UHFFFAOYSA-N;BCP21917;CS1632;AKOS006343569;PB19291;AS-46536;SY034540;(Oxetane-3-ylidene)acetic acid ethyl ester;AM20020054;CS-0006466;FT-0684534;EN300-140924;A860131

Chemical Property of Ethyl 2-(oxetan-3-ylidene)acetate

Chemical Property:

• Vapor Pressure: 0.229mmHg at 25°C
• Refractive Index: 1.558
• Boiling Point: 207.1 °C at 760 mmHg
• Flash Point: 78 °C
• PSA: 35.53000
• Density: 1.228 g/cm³
• LogP: 0.50610
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 142.062994177
• Heavy Atom Count: 10
• Complexity: 154

Purity/Quality:

97% ^*data from raw suppliers

Ethyl2-(Oxetan-3-ylidene)acetate ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C=C1COC1
• Uses: Ethyl 2-(Oxetan-3-ylidene)acetate is a CBL-?B inhibitors which is used in the treatment of cancer.

Technology Process of Ethyl 2-(oxetan-3-ylidene)acetate

There total 4 articles about Ethyl 2-(oxetan-3-ylidene)acetate 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: 100.0%

oxetan-3-one (6704-31-0) + diethoxyphosphoryl-acetic acid ethyl ester (867-13-0) → ethyl 2-(oxetan-3-ylidene)acetate (922500-91-2)

Guidance literature:

diethoxyphosphoryl-acetic acid ethyl ester; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 - 20 ℃; for 0.5h; Schlenk technique; Inert atmosphere;

oxetan-3-one; In tetrahydrofuran; mineral oil; at 20 ℃; Schlenk technique; Inert atmosphere;

DOI:10.1002/anie.201911012

Reference yield: 96.0%

oxetan-3-one (6704-31-0) + ethyl (triphenylphosphoranylidene)acetate (1099-45-2) → ethyl 2-(oxetan-3-ylidene)acetate (922500-91-2)

Guidance literature:

In dichloromethane; at 0 - 20 ℃; for 1.5h; Large scale;

Reference yield: 60.7%

oxetone (126822-95-5) + ethyl (triphenylphosphoranylidene)acetate (1099-45-2) → ethyl 2-(oxetan-3-ylidene)acetate (922500-91-2)

Guidance literature:

In dichloromethane; at 20 - 25 ℃; for 1h;

upstream raw materials:

oxetan-3-one

ethyl (triphenylphosphoranylidene)acetate

oxetone

diethoxyphosphoryl-acetic acid ethyl ester

Downstream raw materials:

ethyl 2-(3-cyanooxetan-3-yl)acetate

ethyl 2-(3-(3-bromophenyl)oxetan-3-yl)acetate

ethyl 2-(3-(3-fluoro-4-hydroxyphenyl)oxetan-3-yl)acetate

ethyl 2-(3-(4-((4'-(methylthio)-[1,1'-biphenyl]-3-yl)methoxy)phenyl)oxetan-3-yl)acetate

Refernces

• 1、 Furukawa, Hideki,Miyamoto, Yasufumi,Hirata, Yasuhiro,Watanabe, Koji,Hitomi, Yuko,Yoshitomi, Yayoi,Aida, Jumpei,Noguchi, Naoyoshi,Takakura, Nobuyuki,Takami, Kazuaki,Miwatashi, Seiji,Hirozane, Yoshihiko,Hamada, Teruki,Ito, Ryo,Ookawara, Mitsugi,Moritoh, Yusuke,Watanabe, Masanori,Maekawa, Tsuyoshi. "Design and Identification of a GPR40 Full Agonist (SCO-267) Possessing a 2-Carbamoylphenyl Piperidine Moiety". . p. 10352 - 10379. Retrieved 2020/10/02.
• 2、 -. "Preparation method and application of 3-(substituted phenyl) oxetane-3-carboxylic acid and intermediate thereof". Paragraph 0051-0054; 0065-0068; 0079-0082; 0092-0095; 0106. . Retrieved 2020/11/12.