Methyl {4-[(oxiran-2-yl)methoxy]phenyl}carbamate

Base Information

• Chemical Name: Methyl {4-[(oxiran-2-yl)methoxy]phenyl}carbamate
• CAS No.: 50714-59-5
• Molecular Formula: C11H13NO4
• Molecular Weight: 223.229
• DSSTox Substance ID: DTXSID40442107
• Nikkaji Number: J1.281.297C
• Mol file: 50714-59-5.mol

Synonyms:50714-59-5;DTXSID40442107;methyl-N-[4-(2,3-epoxypropoxy)phenyl]carbamate;Methyl {4-[(oxiran-2-yl)methoxy]phenyl}carbamate;[4-(Oxiranylmethoxy)phenyl]carbamic acid methyl ester

Chemical Property of Methyl {4-[(oxiran-2-yl)methoxy]phenyl}carbamate

Chemical Property:

• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 223.08445790
• Heavy Atom Count: 16
• Complexity: 238

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)NC1=CC=C(C=C1)OCC2CO2

Technology Process of Methyl {4-[(oxiran-2-yl)methoxy]phenyl}carbamate

There total 4 articles about Methyl {4-[(oxiran-2-yl)methoxy]phenyl}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: 87.0%

carbamate de methyle et de N(hydroxy-4 phenyle) (54840-09-4) + epichlorohydrin (106-89-8,24969-06-0,13403-37-7) → 3-[4-(methoxycarbonylamino)phenoxy]-1,2-epoxypropane (50714-59-5)

Guidance literature:

With potassium carbonate; In acetone; at 70 ℃; for 5h;

DOI:10.1023/B:RUJO.0000034939.01295.42

Reference yield: 67.0%

glycidyl p-toluenesulfonate (118712-54-2,6746-81-2) + carbamate de methyle et de N(hydroxy-4 phenyle) (54840-09-4) → 3-[4-(methoxycarbonylamino)phenoxy]-1,2-epoxypropane (50714-59-5)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide;

DOI:10.1002/(SICI)1099-0690(200003)2000:6<1007::AID-EJOC1007>3.0.CO;2-I

Reference yield:

4-amino-phenol (123-30-8) → 3-[4-(methoxycarbonylamino)phenoxy]-1,2-epoxypropane (50714-59-5)

Guidance literature:

Multi-step reaction with 2 steps

1: diethyl ether / 1 h

2: NaOH / H₂O / 24 h / Ambient temperature

With sodium hydroxide; In diethyl ether; water;

DOI:10.1016/0223-5234(91)90127-9

upstream raw materials:

carbamate de methyle et de N(hydroxy-4 phenyle)

epichlorohydrin

glycidyl p-toluenesulfonate

4-amino-phenol

Downstream raw materials:

(4-{3-[2-(4-Acetylamino-phenoxy)-ethylamino]-2-hydroxy-propoxy}-phenyl)-carbamic acid methyl ester

[4-(3-tert-Butylamino-2-hydroxy-propoxy)-phenyl]-carbamic acid methyl ester

3-[4-(methoxycarbonylamino)phenoxy]-1-isopropylaminopropan-2-ol