2-(4-((tert-Butoxycarbonyl)amino)phenyl)acetic acid

Base Information

• Chemical Name: 2-(4-((tert-Butoxycarbonyl)amino)phenyl)acetic acid
• CAS No.: 81196-09-0
• Molecular Formula: C13H17NO4
• Molecular Weight: 251.282
• Hs Code.: 29225090
• European Community (EC) Number: 834-868-4
• DSSTox Substance ID: DTXSID20385008
• Wikidata: Q72509697
• Mol file: 81196-09-0.mol

Synonyms:81196-09-0;2-(4-((tert-Butoxycarbonyl)amino)phenyl)acetic acid;BOC-(4-AMINOPHENYL)ACETIC ACID;Boc-4-aminophenylacetic acid;{4-[(tert-butoxycarbonyl)amino]phenyl}acetic acid;Boc-4-APAc-OH;2-[4-[(2-methylpropan-2-yl)oxycarbonylamino]phenyl]acetic Acid;2-(4-{[(tert-butoxy)carbonyl]amino}phenyl)acetic acid;4-(T-BUTYLOXYCARBONYLAMINO)PHENYLACETIC ACID;MFCD00099367;4-[[(1,1-Dimethylethoxy)carbonyl]amino]benzeneacetic acid;2-(4-(tert-butoxycarbonylamino)phenyl)acetic acid;Boc-Aph(4)-OH;2-{4-[(tert-butoxycarbonyl)amino]phenyl}acetic acid;4-(Boc-amino)phenylacetic Acid;Benzeneacetic acid, 4-[[(1,1-dimethylethoxy)carbonyl]amino]-;Oprea1_154233;SCHEMBL977842;AMY347;N-Boc-4-aminophenylacetic acid;DTXSID20385008;ZXYKUPPWJMOKGE-UHFFFAOYSA-N;BCP26979;AB6475;AKOS000169793;CS-W020615;4-t-butoxycarbonylaminophenylacetic acid;SY020503;TS-00792;4-t-butoxycar-bonylamino-phenylacetic acid;4-(tertbutoxycarbonylamino)phenylacetic acid;4-(t-butoxycarbonylamino)-benzeneacetic acid;FT-0641813;EN300-29924;(4-tert-butoxycarbonylamino-phenyl)-acetic acid;4-(TERT-BUTYLOXYCARBONYLAMINO) PHENYLACETIC ACID;Z235361247

Chemical Property of 2-(4-((tert-Butoxycarbonyl)amino)phenyl)acetic acid

Chemical Property:

• Vapor Pressure: 1.01E-07mmHg at 25°C
• Refractive Index: 1.559
• Boiling Point: 417.6 °C at 760 mmHg
• PKA: 4.37±0.10(Predicted)
• Flash Point: 206.3 °C
• PSA: 75.63000
• Density: 1.219 g/cm³
• LogP: 2.73370
• Storage Temp.: Store at 0-5°C
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 251.11575802
• Heavy Atom Count: 18
• Complexity: 301

Purity/Quality:

98%min ^*data from raw suppliers

Boc-4-aminophenylacetic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC1=CC=C(C=C1)CC(=O)O

Technology Process of 2-(4-((tert-Butoxycarbonyl)amino)phenyl)acetic acid

There total 6 articles about 2-(4-((tert-Butoxycarbonyl)amino)phenyl)acetic acid 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: 98.5%

di-tert-butyl dicarbonate (24424-99-5) + 4-aminophenylacetic acid (1197-55-3) → 2-(4-(tert-butoxycarbonylamino)phenyl)acetic acid (81196-09-0)

Guidance literature:

With sodium hydroxide; Ambient temperature;

DOI:10.1021/jm980032l

Reference yield:

ethyl 2-(4-((tert-butoxycarbonyl)amino)phenyl)acetate (897648-31-6) → 2-(4-(tert-butoxycarbonylamino)phenyl)acetic acid (81196-09-0)

Guidance literature:

ethyl 2-(4-((tert-butoxycarbonyl)amino)phenyl)acetate; With methanol; sodium hydroxide; water; at 20 ℃;

With citric acid; In water;

Reference yield:

potassium acid sulphate + di-tert-butyl dicarbonate (24424-99-5) + 4-aminophenylacetic acid (1197-55-3) → 2-(4-(tert-butoxycarbonylamino)phenyl)acetic acid (81196-09-0)

Guidance literature:

In tetrahydrofuran-water;

upstream raw materials:

di-tert-butyl dicarbonate

4-aminophenylacetic acid

2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile

ethyl 2-(4-((tert-butoxycarbonyl)amino)phenyl)acetate

Downstream raw materials:

2-<4-<(tert-butyloxycarbonyl)amino>phenyl>-5-hexynoic acid

{4-[(1-Benzyl-piperidin-4-ylcarbamoyl)-methyl]-phenyl}-carbamic acid tert-butyl ester

N-[4-(aminomethyl)benzyl]-8-(1-{4-[(4-aminophenyl)acetyl]amino}butanoyl)-4-piperidinyl-2-(1-naphthylmethyl)-1,3-dioxo-2,3,5,8-tetrahydo-1H-[1,2,4]triazolo [1,2-a]pyridazine-5-carboxamide

(4-{[6-amino-1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-ylcarbamoyl]-methyl}-phenyl)-carbamic acid tert-butyl ester

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". supporting information. p. 2291 - 2309. Retrieved 2021/03/01.
• 2、 Liew, Lydia P.,Singleton, Dean C.,Wong, Way W.,Cheng, Gary J.,Jamieson, Stephen M. F.,Hay, Michael P.. "Hypoxia-Activated Prodrugs of PERK Inhibitors". . p. 1238 - 1248. Retrieved 2019/02/05.