2-(Dimethylamino)-2-oxoethyl 2-(4-hydroxyphenyl)acetate

Base Information

• Chemical Name: 2-(Dimethylamino)-2-oxoethyl 2-(4-hydroxyphenyl)acetate
• CAS No.: 59721-16-3
• Molecular Formula: C12H15NO4
• Molecular Weight: 237.255
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID80446129
• Nikkaji Number: J31.456K
• Wikidata: Q82264712
• Mol file: 59721-16-3.mol

Synonyms:59721-16-3;2-(Dimethylamino)-2-oxoethyl 2-(4-hydroxyphenyl)acetate;4-Hydroxy Benzeneacetic Acid 2-(Dimethylamino)-2-oxoethyl Ester;[2-(dimethylamino)-2-oxoethyl] 2-(4-hydroxyphenyl)acetate;(dimethylcarbamoyl)methyl 2-(4-hydroxyphenyl)acetate;SCHEMBL2783150;AMY8615;DTXSID80446129;QFOYXHSRNCTJOV-UHFFFAOYSA-N;AKOS022173519;BS-49889;CS-0143456;FT-0669321;E78567;2-(Dimethylamino)-2-oxoethyl2-(4-hydroxyphenyl)acetate;p-Hydroxyphenylacetic acid (N,N-dimethylcarbamoyl)methyl ester

Chemical Property of 2-(Dimethylamino)-2-oxoethyl 2-(4-hydroxyphenyl)acetate

Chemical Property:

• Boiling Point: 410.4±30.0 °C(Predicted)
• PKA: 9.79±0.15(Predicted)
• PSA: 66.84000
• Density: 1.219±0.06 g/cm3(Predicted)
• LogP: 0.56610
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 237.10010796
• Heavy Atom Count: 17
• Complexity: 270

Purity/Quality:

99.9% ^*data from raw suppliers

4-HydroxyBenzeneaceticAcid2-(Dimethylamino)-2-oxoethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)C(=O)COC(=O)CC1=CC=C(C=C1)O
• Uses: Impurity of Camostat (C150300).

Technology Process of 2-(Dimethylamino)-2-oxoethyl 2-(4-hydroxyphenyl)acetate

There total 4 articles about 2-(Dimethylamino)-2-oxoethyl 2-(4-hydroxyphenyl)acetate 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:

4-hydroxyphenylacetate (156-38-7) + 2-chloro-N,N-dimethylacetamide (2675-89-0) → p-hydroxyphenylacetic acid-N, N-dimethylcarbamoylmethyl ester (59721-16-3)

Guidance literature:

With sodium hydrogensulfite; triethylamine; In water; at 40 - 95 ℃;

Reference yield:

4-hydroxyphenylacetate (156-38-7) + 2-bromo-N,N-dimethylethanamide (5468-77-9) → p-hydroxyphenylacetic acid-N, N-dimethylcarbamoylmethyl ester (59721-16-3)

Guidance literature:

With triethylamine; In water; acetonitrile;

Reference yield:

4-<4-(N,N-dimethylcarbamoylmethoxycarbonylmethyl)phenoxycarbonylphenyl>guanidinium methanesulfonate → p-hydroxyphenylacetic acid-N, N-dimethylcarbamoylmethyl ester (59721-16-3) + 4-(Diaminomethyl-amino)-benzoic acid

Guidance literature:

With trypsin; In water-d2; at 27 ℃; Mechanism; recombination mechanism of the fragments of hydrolyses; hydrolyses with sodium deuterioxide;

DOI:10.1248/cpb.38.2015

upstream raw materials:

4-hydroxyphenylacetate

2-bromo-N,N-dimethylethanamide

2-chloro-N,N-dimethylacetamide

Downstream raw materials:

camostat

camostat mesylate

7-Nitro-1,2,3,4-tetrahydro-naphthalene-1-carboxylic acid 4-dimethylcarbamoylmethoxycarbonylmethyl-phenyl ester

5-Nitro-1,2,3,4-tetrahydro-naphthalene-1-carboxylic acid 4-dimethylcarbamoylmethoxycarbonylmethyl-phenyl ester

Refernces

• 1、 -. "A 2 - (dimethylamino) - 2-oxo-ethyl-2 - (4-hydroxy phenyl) acetic acid methyl ester preparation method". Paragraph 0018; 0019; 0020. . Retrieved 2016/11/24.
• 2、 -. "Guanidinobenzoic acid derivatives". . . Retrieved 2008/06/13.