Methacrylic acid 2-(tert-butoxycarbonylamino)ethyl ester

Base Information

• Chemical Name: Methacrylic acid 2-(tert-butoxycarbonylamino)ethyl ester
• CAS No.: 89743-52-2
• Molecular Formula: C₁₁H₁₉NO₄
• Molecular Weight: 229.276
• Hs Code.: 2924199090
• DSSTox Substance ID: DTXSID30457629
• Nikkaji Number: J2.169.435E
• Wikidata: Q82280541
• Mol file: 89743-52-2.mol

Synonyms:Methacrylic acid 2-(tert-butoxycarbonylamino)ethyl ester;2-[(2-methylpropan-2-yl)oxycarbonylamino]ethyl 2-methylprop-2-enoate;2-((tert-Butoxycarbonyl)amino)ethylmethacrylate;SCHEMBL262736;(2-Boc-amino)ethyl methacrylate;DTXSID30457629;AKOS016001609;BS-49959;(2-Boc-amino)ethyl methacrylate, 99% (GC);2-(N-(t-butoxycarbonyl)amino)ethyl methacrylate;EN300-6213514;A861077;2-{[(tert-butoxy)carbonyl]amino}ethyl 2-methylprop-2-enoate

Chemical Property of Methacrylic acid 2-(tert-butoxycarbonylamino)ethyl ester

Chemical Property:

• Melting Point: 78-84°C
• Boiling Point: 330.4±25.0 °C(Predicted)
• PKA: 11.77±0.46(Predicted)
• PSA: 68.12000
• Density: 1.038±0.06 g/cm3(Predicted)
• LogP: 1.83480
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 229.13140809
• Heavy Atom Count: 16
• Complexity: 278

Purity/Quality:

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

(2-Boc-amino)ethyl methacrylate 99% (GC) ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22-36/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=C)C(=O)OCCNC(=O)OC(C)(C)C
• Uses: The methacrylate can be polymerized to generate a polymer with pendant amine functionality. The protecting group, BOC, is usually removed with acid.

Technology Process of Methacrylic acid 2-(tert-butoxycarbonylamino)ethyl ester

There total 8 articles about Methacrylic acid 2-(tert-butoxycarbonylamino)ethyl 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: 95.0%

di-tert-butyl dicarbonate (24424-99-5) + 2-aminoethylmethacrylate hydrochloride (2420-94-2) → 2-[N-(tert-butoxycarbonyl)amino]ethyl methacrylate (89743-52-2)

Guidance literature:

2-aminoethylmethacrylate hydrochloride; With triethylamine; In dichloromethane; at 0 ℃; for 0.333333h;

di-tert-butyl dicarbonate; In dichloromethane; at 0 - 20 ℃; for 24h; Inert atmosphere;

DOI:10.1039/c4tb00446a DOI:10.1039/c4tb00446a

Reference yield: 89.0%

poly(methacrylic acid) (79-41-4,25087-26-7,50867-57-7) + 2-(N-tert-butoxycarbonylamino)ethanol (26690-80-2) → 2-[N-(tert-butoxycarbonyl)amino]ethyl methacrylate (89743-52-2)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; 1) 0 deg C, 2 h, 2) room temperature, 19 h;

DOI:10.1021/ac971196x

Reference yield: 86.7%

2-(N-tert-butoxycarbonylamino)ethanol (26690-80-2) + Methacryloyl chloride (920-46-7,26937-45-1) → 2-[N-(tert-butoxycarbonyl)amino]ethyl methacrylate (89743-52-2)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; for 24h;

DOI:10.1039/c6ra05657a

upstream raw materials:

poly(methacrylic acid)

2-(N-tert-butoxycarbonylamino)ethanol

Methacryloyl chloride

di-tert-butyl dicarbonate

Refernces

• 1、 Dufresne, Marie-Helene,Leroux, Jean-Christophe. "Study of the Micellization Behavior of Different Order Amino Block Copolymers with Heparin". . p. 160 - 169. Retrieved 2004.
• 2、 Zhu, Caihong,Jung, Sooyeon,Si, Guoying,Cheng,Meng, Fenghua,Zhu, Xiulin,Park, Tae Gwan,Zhong, Zhiyuan. "Cationic methacrylate copolymers containing primary and tertiary amino side groups: Controlled synthesis via RAFT polymerization, DNA condensation, and in vitro gene transfection". . p. 2869 - 2877. Retrieved 2010.
• 3、 Yan, Rui,Wang, Zhi,Du, Zongliang,Wang, Haibo,Cheng, Xu,Xiong, Junjie. "A biomimetic fluorescent chemosensor for highly sensitive zinc(ii) detection and its application for cell imaging". . p. 33361 - 33367. Retrieved 2018.
• 4、 Ma, Xiaoqian,Shi, Xiaoxiao,Bai, Shuang,Zhang, Jianjian,Hou, Meili,Zhang, Tian,Li, Bao-Sheng,Xue, Peng,Kang, Yuejun,Xu, Zhigang. "Water-soluble fluorescent unimolecular micelles: Ultra-small size, tunable fluorescence emission from the visible to NIR region and enhanced biocompatibility for: In vitro and in vivo bioimaging". . p. 6252 - 6255. Retrieved 2018.
• 5、 Jabbari, Atena,Yaghoobi, Elnaz,Azizollahi, Hamid,Shojaee, Saeed,Ramezani, Mohammad,Alibolandi, Mona,Abnous, Khalil,Taghdisi, Seyed Mohammad. "Design and synthesis of a star-like polymeric micelle modified with AS1411 aptamer for targeted delivery of camptothecin for cancer therapy". . . Retrieved 2021/12/14.
• 6、 -. "BACTERIAL MEMBRANE NANOPARTICLES AS AN IMMUNOTHERAPY SYSTEM FOR CANCER TREATMENT". Paragraph 0043-0045. . Retrieved 2020/04/09.