Tert-butyl 2-(methylamino)acetate

Base Information

• Chemical Name: Tert-butyl 2-(methylamino)acetate
• CAS No.: 5616-81-9
• Molecular Formula: C7H15NO2
• Molecular Weight: 145.202
• Hs Code.: 2922499990
• European Community (EC) Number: 821-955-7
• DSSTox Substance ID: DTXSID201347148
• Nikkaji Number: J664.559C
• Mol file: 5616-81-9.mol

Synonyms:tert-butyl 2-(methylamino)acetate;5616-81-9;N-methylglycine tert-butyl ester;n-methylglycine t-butyl ester;sarcosine t-butyl ester;sarcosine tert-butyl ester;tert-Butyl sarcosinate;tert-butyl methylglycinate;Sarcosine tert-Butyl Este;Glycine, N-methyl-, 1,1-dimethylethyl ester;SCHEMBL410255;N-methylglycine, t-butyl ester;tert.-butyl methylamino-acetate;t-Butyl 2-(methylamino)acetate;tert-butyl2-(methylamino)acetate;MYKMOIQAHCMLIR-UHFFFAOYSA-N;DTXSID201347148;BCP17025;1,1-dimethylethyl N-methylglycinate;MFCD05864597;AKOS008065353;CS-W014354;HY-W013638;SB75568;AS-10736;EN300-62402;D70805

Chemical Property of Tert-butyl 2-(methylamino)acetate

Chemical Property:

• Vapor Pressure: 1.62mmHg at 25°C
• Melting Point: 137-141 °C (dec.)
• Refractive Index: 1.422
• Boiling Point: 168.5 °C at 760 mmHg
• PKA: 7.63±0.10(Predicted)
• Flash Point: 55.7 °C
• PSA: 38.33000
• Density: 0.928 g/cm³
• LogP: 1.74040
• Storage Temp.: -15°C
• Solubility.: Soluble in methanol (0.3 gram in 2 mL MeOH).
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 145.110278721
• Heavy Atom Count: 10
• Complexity: 115

Purity/Quality:

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

tert-butyl2-(methylamino)acetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)CNC
• Uses: Sarcosine tert-butyl ester hydrochloride, is used as an important raw material and intermediate used in organic Synthesis, pharmaceuticals, agrochemicals and dyestuff. Sarcosine tert-butyl ester hydrochloride may be used for the synthesis of (N-(((tert-butyl)oxycarbonyl)methyl)-N-methylcarbamoyl)methyl(2S)-2-(6-methoxy(2-naphthyl))propanoate.

Technology Process of Tert-butyl 2-(methylamino)acetate

There total 7 articles about Tert-butyl 2-(methylamino)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: 91.0%

tert-Butyl chloroacetate (107-59-5) + methylamine (74-89-5) → sarcosine tert-butyl ester (5616-81-9)

Guidance literature:

With water; potassium iodide;

DOI:10.1016/S0040-4039(03)00033-9

Reference yield: 85.0%

α-tert-butyl N-(benzyloxycarbonyl)-N-methylglycinate (101644-79-5) → sarcosine tert-butyl ester (5616-81-9)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethyl acetate; for 2.5h;

DOI:10.1021/jm960878u

Reference yield: 78.0%

bromoacetic acid tert-butyl ester (5292-43-3) + methylamine (74-89-5) → sarcosine tert-butyl ester (5616-81-9)

Guidance literature:

In diethyl ether; 1.) -40 deg C, 2 h, 2.) RT, overnight;

upstream raw materials:

α-tert-butyl N-(benzyloxycarbonyl)-N-methylglycinate

tert-Butyl chloroacetate

methylamine

sarcosine

Downstream raw materials:

C₄₆H₄₇N₃O₆

tert-butyl 2-(4-fluoro-N-methylphenylsulfonamido)acetate

valyl>sarkosin-tert-butylester-chlorid

Z-Abu-Sar-O-(t-Bu)

Refernces

• 1、 Zhao, Hong-Yi,Yang, Xue-Yan,Lei, Hao,Xi, Xiao-Xiao,Lu, She-Min,Zhang, Jun-Jie,Xin, Minhang,Zhang, San-Qi. "Discovery of potent small molecule PROTACs targeting mutant EGFR". . . Retrieved 2020/09/03.
• 2、 Babaev, Eugene V.,Nevskaya, Aleksandra A.,Dlynnikh, Ilya V.. "Rearrangement of oxazolo[3,2-a]pyridines as an approach of synthesizing aza[3.3.2]cyclazines". . p. 269 - 274. Retrieved 2016/01/12.