Succinimidyl 2-naphthoxyacetate

Base Information

• Chemical Name: Succinimidyl 2-naphthoxyacetate
• CAS No.: 81012-92-2
• Molecular Formula: C16H13 N O5
• Molecular Weight: 299.283
• Hs Code.: 29189990
• European Community (EC) Number: 279-655-1
• DSSTox Substance ID: DTXSID40230849
• Nikkaji Number: J296.057E
• Wikidata: Q83111588
• Mol file: 81012-92-2.mol

Synonyms:succinimidyl 2-naphthoxyacetate

Chemical Property of Succinimidyl 2-naphthoxyacetate

Chemical Property:

• Vapor Pressure: 1.45E-09mmHg at 25°C
• Melting Point: 150-152 °C(lit.)
• Refractive Index: 1.6000 (estimate)
• Boiling Point: 485.1°C at 760 mmHg
• Flash Point: 247.2°C
• PSA: 72.91000
• Density: 1.4g/cm³
• LogP: 1.76370
• Storage Temp.: 0-6°C
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 299.07937252
• Heavy Atom Count: 22
• Complexity: 448

Purity/Quality:

98%min ^*data from raw suppliers

2-NAPHTHOXY ACETIC ACID N-HYDROXY SUCCINIMIDE ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=O)N(C1=O)OC(=O)COC2=CC3=CC=CC=C3C=C2

Technology Process of Succinimidyl 2-naphthoxyacetate

There total 4 articles about Succinimidyl 2-naphthoxyacetate 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:

(2-naphthoyl)oxyacetic acid (120-23-0) + 1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) → N-hydroxysuccinimide 2-(naphthalen-2-yloxy)acetic acid ester (81012-92-2)

Guidance literature:

With dicyclohexyl-carbodiimide; In ethyl acetate; at 0 ℃; for 16h; Inert atmosphere;

DOI:10.1021/ja5114672

Reference yield:

(2-naphthoyl)oxyacetic acid (120-23-0) → N-hydroxysuccinimide 2-(naphthalen-2-yloxy)acetic acid ester (81012-92-2)

Guidance literature:

Multi-step reaction with 2 steps

1: oxalyl dichloride / dichloromethane; N,N-dimethyl-formamide / 20 °C

2: triethylamine / dichloromethane; N,N-dimethyl-formamide / 2.25 h

With oxalyl dichloride; triethylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm401709b

Reference yield:

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + (2-naphthyloxy)acetyl chloride (40926-77-0) → N-hydroxysuccinimide 2-(naphthalen-2-yloxy)acetic acid ester (81012-92-2)

Guidance literature:

With triethylamine; In dichloromethane; N,N-dimethyl-formamide; for 2.25h;

DOI:10.1021/jm401709b

upstream raw materials:

1-hydroxy-pyrrolidine-2,5-dione

(2-naphthyloxy)acetyl chloride

(2-naphthoyl)oxyacetic acid

Downstream raw materials:

2-(2-(naphthalen-2-yloxy)acetamido)acetic acid

N-(2-hydroxyphenyl)-3-(2-(naphthalen-2-yloxy)acetamido)propanamide

Refernces

• 1、 Ferreira, Rafaela S.,Dessoy, Marco A.,Pauli, Ivani,Souza, Mariana L.,Krogh, Renata,Sales, Ana I. L.,Oliva, Glaucius,Dias, Luiz C.,Andricopulo, Adriano D.. "Synthesis, biological evaluation, and structure-activity relationships of potent noncovalent and nonpeptidic cruzain inhibitors as anti-Trypanosoma cruzi agents". supporting information. p. 2380 - 2392. Retrieved 2014/04/17.