Methyl [(2-cyanoethyl)amino]acetate

Base Information

• Chemical Name: Methyl [(2-cyanoethyl)amino]acetate
• CAS No.: 44915-39-1
• Molecular Formula: C₆H₁₀N₂O₂
• Molecular Weight: 142.158
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID90461520
• Wikidata: Q82285883
• Mol file: 44915-39-1.mol

Synonyms:44915-39-1;methyl [(2-cyanoethyl)amino]acetate;Methyl 2-(2-cyanoethylamino)acetate;Methyl 2-((2-cyanoethyl)amino)acetate;METHYL 2-[(2-CYANOETHYL)AMINO]ACETATE;SCHEMBL6031626;DTXSID90461520;Methyl N-(2-cyanoethyl)glycinate;AKOS009051567;Methyl2-((2-cyanoethyl)amino)acetate;Glycine,N-(2-cyanoethyl)-,methyl ester;EN300-64617

Chemical Property of Methyl [(2-cyanoethyl)amino]acetate

Chemical Property:

• Boiling Point: 257 °C at 760 mmHg
• PKA: 4.98±0.19(Predicted)
• Flash Point: 109.2 °C
• PSA: 62.12000
• Density: 1.066 g/cm³
• LogP: 0.05358
• XLogP3: -0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 142.074227566
• Heavy Atom Count: 10
• Complexity: 147

Purity/Quality:

99% ^*data from raw suppliers

(2-CYANO-ETHYLAMINO)-ACETIC ACID METHYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC(=O)CNCCC#N

Technology Process of Methyl [(2-cyanoethyl)amino]acetate

There total 4 articles about Methyl [(2-cyanoethyl)amino]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: 52.8%

acrylonitrile (107-13-1,25014-41-9) + methoxycarbonylmethylamine (616-34-2) → [(2-cyanoethyl)amino]acetic acid methyl ester (44915-39-1)

Guidance literature:

for 48h;

Reference yield:

glycine ethyl ester hydrochloride (5680-79-5,883886-67-7) + acrylonitrile (107-13-1,25014-41-9) → [(2-cyanoethyl)amino]acetic acid methyl ester (44915-39-1)

Guidance literature:

With sodium hydroxide; In water; at 70 ℃;

DOI:10.1016/j.bmcl.2006.09.099

Reference yield:

methanol (67-56-1) + N-(2-cyanoethyl)glycine (3088-42-4) → [(2-cyanoethyl)amino]acetic acid methyl ester (44915-39-1)

Guidance literature:

With sulfuric acid; for 7h; Heating;

DOI:10.1021/jm049076m

upstream raw materials:

acrylonitrile

methoxycarbonylmethylamine

methanol

N-(2-cyanoethyl)glycine

Downstream raw materials:

3-cyano-4-oxopyrrolidine-1-carboxylic acid tert-butyl ester

ethyl 5-(2,6-diethylphenylcarbamoyl)-3-[4-(4-methylpiperazin-1-yl)benzoylamino]-5,6-dihydro-4H-pyrrolo[3,4-c]pyrazole-1-carboxylate

5-tert-butyl 1-ethyl 3-{[4-(4-methylpiperazin-1-yl)benzoyl]amino}-4,6-dihydropyrrolo[3,4-c]pyrazole-1,5-dicarboxylate

3-amino-4,6-dihydro-pyrrolo[3,4-c]pyrazole-1,5-dicarboxylic acid 5-tert-butyl ester 1-ethyl ester

Refernces

• 1、 Biftu, Tesfaye,Feng, Dennis,Qian, Xiaoxia,Liang, Gui-Bai,Kieczykowski, Gerard,Eiermann, George,He, Huaibing,Leiting, Barbara,Lyons, Kathy,Petrov, Aleksandr,Sinha-Roy, Ranabir,Zhang, Bei,Scapin, Giovanna,Patel, Sangita,Gao, Ying-Duo,Singh, Suresh,Wu, Joseph,Zhang, Xiaoping,Thornberry, Nancy A.,Weber, Ann E.. "(3R)-4-[(3R)-3-Amino-4-(2,4,5-trifluorophenyl)butanoyl]-3-(2,2,2-trifluoroethyl)-1,4-diazepan-2-one, a selective dipeptidyl peptidase IV inhibitor for the treatment of type 2 diabetes". . p. 49 - 52. Retrieved 2007/10/03.
• 2、 Negrebetskii, Vad. V.,Kolesova, V. A.,Bobkova, R. G.,Chimishkyan, A. L.,Shvetsov-Shilovskii, N. I.. "SYNTHESIS OF N-2-CARBOXYETHYL-N-PHOSPHONOMETHYLGLYCINE". . p. 104 - 108. Retrieved 2007/10/02.