1-Boc-3-methoxycarbonylme...

Base Information

• Chemical Name: 1-Boc-3-methoxycarbonylme...
• CAS No.: 1105662-87-0
• Molecular Formula: C11H17NO4
• Molecular Weight: 227.26
• Hs Code.: 2933998090
• Mol file: 1105662-87-0.mol

Synonyms:tert-Butyl 3-(2-methoxy-2-oxo-ethylidene)azetidine-1-carboxylate;

Chemical Property of 1-Boc-3-methoxycarbonylme...

Chemical Property:

• Boiling Point: 303.271 °C at 760 mmHg
• PKA: -1.69±0.20(Predicted)
• Flash Point: 137.214 °C
• Density: 1.219 g/cm³
• Storage Temp.: 2-8°C

Purity/Quality:

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

tert-Butyl3-(2-Methoxy-2-oxoethylidene)azetidine-1-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: tert-Butyl 3-(2-methoxy-2-oxoethylidene)azetidine-1-carboxylate is a useful intermediate used in the preparation of spirocyclic β-proline esters that functions as building blocks for medicinal chemistry.

Technology Process of 1-Boc-3-methoxycarbonylme...

There total 4 articles about 1-Boc-3-methoxycarbonylme... 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: 92.0%

tert-butyl 3-oxoazetidine-1-carboxylate (398489-26-4) + methyl (triphenylphosphoranylidene)acetate (21204-67-1,2605-67-6) → tert-butyl 3-(2-methoxy-2-oxo-ethylidene)azetidine-1-carboxylate (1105662-87-0)

Guidance literature:

In dichloromethane; for 6h; Reflux;

DOI:10.1016/j.tetlet.2019.03.042

Reference yield: 91.0%

tert-butyl 3-oxoazetidine-1-carboxylate (398489-26-4) + C9H19O7P → tert-butyl 3-(2-methoxy-2-oxo-ethylidene)azetidine-1-carboxylate (1105662-87-0)

Guidance literature:

C₉H₁₉O₇P; With sodium hydride; In tetrahydrofuran; mineral oil; at 20 ℃; for 1h;

tert-butyl 3-oxoazetidine-1-carboxylate; In tetrahydrofuran; mineral oil; for 0.5h;

DOI:10.1039/c9cc06446j

Reference yield:

tert-butyl 3-oxoazetidine-1-carboxylate (398489-26-4) + Methyl diethylphosphonoacetate (1067-74-9) → tert-butyl 3-(2-methoxy-2-oxo-ethylidene)azetidine-1-carboxylate (1105662-87-0)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 20 ℃;

DOI:10.1002/ejoc.201700536

upstream raw materials:

tert-butyl 3-oxoazetidine-1-carboxylate

methyl (triphenylphosphoranylidene)acetate

Methyl diethylphosphonoacetate

Downstream raw materials:

tert-butyl 3-amino-3-(2-methoxy-2-oxo-ethyl)azetidine-1-carboxylate

1,5-dihydro-1-methyl-4-phenyl-2H-pyrrol-2-one

(Z)-methyl 3-[[(1,1-dimethylethoxycarbonyl)methylamino]methyl]-3-phenyl-2-propenoate

Refernces

• 1、 Le Manach, Claire,Dam, Jean,Woodland, John G.,Kaur, Gurminder,Khonde, Lutete P.,Brunschwig, Christel,Njoroge, Mathew,Wicht, Kathryn J.,Horatscheck, André,Paquet, Tanya,Boyle, Grant A.,Gibhard, Liezl,Taylor, Dale,Lawrence, Nina,Yeo, Tomas,Mok, Sachel,Eastman, Richard T.,Dorjsuren, Dorjbal,Talley, Daniel C.,Guo, Hui,Simeonov, Anton,Reader, Janette,Van Der Watt, Mari?tte,Erlank, Erica,Venter, Nelius,Zawada, Jacek W.,Aswat, Ayesha,Nardini, Luisa,Coetzer, Theresa L.,Lauterbach, Sonja B.,Bezuidenhout, Belinda C.,Theron, Anjo,Mancama, Dalu,Koekemoer, Lizette L.,Birkholtz, Lyn-Marie,Wittlin, Sergio,Delves, Michael,Ottilie, Sabine,Winzeler, Elizabeth A.,Smith, Dennis,Fidock, David A.,Street, Leslie J.,Basarab, Gregory S.,Duffy, James,Chibale, Kelly. "Identification and Profiling of a Novel Diazaspiro[3.4]octane Chemical Series Active against Multiple Stages of the Human Malaria Parasite Plasmodium falciparum and Optimization Efforts". . p. 2291 - 2309. Retrieved 2021/03/01.
• 2、 -. "Furo-3-carboxamide derivatives and methods of use". Page/Page column 101; 102. . Retrieved 2017/10/24.