Tert-butyl (3-methoxyphenyl)carbamate

Base Information

• Chemical Name: Tert-butyl (3-methoxyphenyl)carbamate
• CAS No.: 60144-52-7
• Molecular Formula: C12H17NO3
• Molecular Weight: 223.272
• Hs Code.: 2924299090
• European Community (EC) Number: 804-280-2
• DSSTox Substance ID: DTXSID10406852
• Nikkaji Number: J1.100.893C
• Wikidata: Q82211969
• Mol file: 60144-52-7.mol

Synonyms:60144-52-7;tert-butyl (3-methoxyphenyl)carbamate;tert-butyl 3-methoxyphenylcarbamate;N-Boc-3-methoxyaniline;tert-butyl N-(3-methoxyphenyl)carbamate;tert-Butyl(3-methoxyphenyl)carbamate;MFCD07127720;SCHEMBL281590;N-Boc-3-methoxyaniline, 97%;DTXSID10406852;t-butyl(3-methoxyphenyl)carbamate;CAJCPYDCXVZYBI-UHFFFAOYSA-N;tert-butyl?3-methoxyphenylcarbamate;tert-Butyl 3-methoxyphenyl carbamate;AR2564;AKOS000499927;AM87089;SB80379;tert-butyl (3-methoxyphenyl)-carbamate;SY123767;CS-0037938;FT-0758302;(3-Methoxyphenyl)carbamic acid tert-butyl ester;EN300-174694;A849974;J-524555;Z223658054

Chemical Property of Tert-butyl (3-methoxyphenyl)carbamate

Chemical Property:

• Melting Point: 55-60°C
• Flash Point: >110℃
• PSA: 47.56000
• LogP: 3.11520
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 223.12084340
• Heavy Atom Count: 16
• Complexity: 235

Purity/Quality:

98%min ^*data from raw suppliers

tert-butylN-(3-methoxyphenyl)carbamate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22-36-52
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Tert-butyl (3-methoxyphenyl)carbamate

There total 5 articles about Tert-butyl (3-methoxyphenyl)carbamate 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: 100.0%

di-tert-butyl dicarbonate (24424-99-5) + m-Anisidine (536-90-3,918666-97-4) → tert-butyl 3-methoxyphenylcarbamate (60144-52-7)

Guidance literature:

copper(II) bis(tetrafluoroborate); at 30 - 33 ℃; for 0.166667h;

DOI:10.1016/j.tetlet.2005.12.044

Reference yield: 98.0%

tert-butyldicarbonate (34619-03-9) + 2-methoxy-phenylamine (90-04-0) → tert-butyl 3-methoxyphenylcarbamate (60144-52-7)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/ol5018257

Reference yield: 96.0%

C17H25NO5 (1187581-97-0) → tert-butyl 3-methoxyphenylcarbamate (60144-52-7)

Guidance literature:

With bismuth(III) bromide; water; In acetonitrile; at 20 ℃; for 1h;

DOI:10.1016/j.tetlet.2009.06.104

upstream raw materials:

di-tert-butyl dicarbonate

m-Anisidine

3-methoxyphenyl bromide

tert-butyl carbazate

Downstream raw materials:

tert-butyl N-(2-formyl-3-methoxyphenyl)carbamate

2-iodo-3-methoxyphenylamine

tert-butyl allyl(3-methoxyphenyl)carbamate

(E)-tert-butyl (3-methoxyphenyl)(3-(p-tolyl)prop-1-en-1-yl)carbamate

Refernces

• 1、 Pourhasan-Kisomi, Reyhaneh,Shirini, Farhad,Golshekan, Mostafa. "Organic/inorganic Fe3O4@MCM-41@Zr-piperazine: An impressive magnetite nanocatalyst for N-Tert-Butoxycarbonylation of amines". . p. 3859 - 3870. Retrieved 2019/05/08.
• 2、 Liu, Wei,Liu, Haitong,Peng, Xiaoran,Zhou, Guoqiang,Liu, Dandan,Li, Shenghui,Zhang, Jinchao,Wang, Shuxiang. "Hypoxia-Activated Anticancer Prodrug for Bioimaging, Tracking Drug Release, and Anticancer Application". . p. 3332 - 3343. Retrieved 2018/09/25.