[2-(3-Methoxy-phenyl)-ethyl]-carbamic acid methyl ester

Base Information

• Chemical Name: [2-(3-Methoxy-phenyl)-ethyl]-carbamic acid methyl ester
• CAS No.: 110192-21-7
• Molecular Formula: C11H15NO3
• Molecular Weight: 209.245
• DSSTox Substance ID: DTXSID401259042
• Nikkaji Number: J1.624.361B
• Mol file: 110192-21-7.mol

Synonyms:110192-21-7;SCHEMBL3690675;AEBGZINASLIYNI-UHFFFAOYSA-N;DTXSID401259042;methyl N-[2-(3-methoxyphenyl)ethyl]carbamate;[2-(3-Methoxy-phenyl)-ethyl]-carbamic acid methyl ester

Chemical Property of [2-(3-Methoxy-phenyl)-ethyl]-carbamic acid methyl ester

Chemical Property:

• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 209.10519334
• Heavy Atom Count: 15
• Complexity: 196

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC(=C1)CCNC(=O)OC

Technology Process of [2-(3-Methoxy-phenyl)-ethyl]-carbamic acid methyl ester

There total 2 articles about [2-(3-Methoxy-phenyl)-ethyl]-carbamic acid methyl 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: 100.0%

methyl chloroformate (79-22-1) + 2-(3-methoxyphenyl)-1-ethanamine (2039-67-0) → N-(methoxycarbonyl)-2-(3'-methoxyphenyl)ethylamine (110192-21-7)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 0 - 20 ℃; for 24h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.7b01113

Reference yield: 86.0%

→ N-(methoxycarbonyl)-2-(3'-methoxyphenyl)ethylamine (110192-21-7)

Guidance literature:

Reference yield: 89.0%

N-(methoxycarbonyl)-2-(3'-methoxyphenyl)ethylamine (110192-21-7) + propargyl bromide (106-96-7) → methyl (3-methoxyphenethyl)(prop-2-yn-1-yl)carbamate

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; toluene; mineral oil; at 0 - 20 ℃; for 2h; Inert atmosphere;

DOI:10.1055/s-0035-1562518

upstream raw materials:

methyl chloroformate

2-(3-methoxyphenyl)-1-ethanamine

Downstream raw materials:

8-methoxy-3,4-dihydroisoquinolin-1(2H)-one

6-methoxy-1,2,3,4-tetrahydro-1-oxoisoquinoline

6-methoxy-1,2,3,4-tetrahydro-isoquinoline

8-methoxy-1,2,3,4-tetrahydroisoquinoline

Refernces

• 1、 Achary, Raghavendra,Yun, Jeong In,Park, Chi Min,Mathi, Gangadhar Rao,Lee, Joo Yun,Ha, Jae Du,Chae, Chong Hak,Ahn, Sunjoo,Park, Chi Hoon,Lee, Chong Ock,Hwang, Jong Yeon,Yun, Chang-Soo,Jung, Hee Jung,Cho, Sung Yun,Kim, Hyoung Rae,Kim, Pilho. "Discovery of novel tetrahydroisoquinoline-containing pyrimidines as ALK inhibitors". . p. 207 - 219. Retrieved 2016.
• 2、 Fish, Inbar,St??el, Anne,Eitel, Katrin,Valant, Celine,Albold, Sabine,Huebner, Harald,M?ller, Dorothee,Clark, Mary J.,Sunahara, Roger K.,Christopoulos, Arthur,Shoichet, Brian K.,Gmeiner, Peter. "Structure-Based Design and Discovery of New M2 Receptor Agonists". supporting information. p. 9239 - 9250. Retrieved 2017/11/30.