Methyl 2-[(succinimidooxy)carbonyl]benzoate

Base Information

• Chemical Name: Methyl 2-[(succinimidooxy)carbonyl]benzoate
• CAS No.: 438470-19-0
• Molecular Formula: C13H11NO6
• Molecular Weight: 277.233
• Hs Code.: 2925190090
• European Community (EC) Number: 624-756-1
• DSSTox Substance ID: DTXSID80447792
• Nikkaji Number: J1.770.378A
• Wikidata: Q82266683
• Mol file: 438470-19-0.mol

Synonyms:Methyl 2-((succinimidooxy)carbonyl)benzoate;MSB cpd

Chemical Property of Methyl 2-[(succinimidooxy)carbonyl]benzoate

Chemical Property:

• Vapor Pressure: 1.22E-07mmHg at 25°C
• Melting Point: 76-80oC(lit.)
• Boiling Point: 431.2oC at 760 mmHg
• Flash Point: 214.6oC
• PSA: 89.98000
• Density: 1.43g/cm3
• LogP: 0.63190
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 277.05863707
• Heavy Atom Count: 20
• Complexity: 430

Purity/Quality:

98%,99%, ^*data from raw suppliers

Methyl 2-[(succinimidooxy)carbonyl]benzoate 97% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC(=O)C1=CC=CC=C1C(=O)ON2C(=O)CCC2=O

Technology Process of Methyl 2-[(succinimidooxy)carbonyl]benzoate

There total 2 articles about Methyl 2-[(succinimidooxy)carbonyl]benzoate 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: 98.0%

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + Monomethyl phthalate (4376-18-5) → methyl 2-(N-succinimidyloxycarbonyl)benzoate (438470-19-0)

Guidance literature:

With dicyclohexyl-carbodiimide; In 1,2-dimethoxyethane; at 0 ℃; for 6h;

DOI:10.1021/jo016347h

Reference yield: 96.0%

2,5-dioxopyrrolidin-1-yl formate (17592-54-0) + o-iodo-methyl-benzoic acid (610-97-9) → methyl 2-(N-succinimidyloxycarbonyl)benzoate (438470-19-0)

Guidance literature:

With palladium diacetate; triethylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 2-methyltetrahydrofuran; at 60 ℃; for 10h; Sealed tube; Inert atmosphere;

DOI:10.1021/acs.joc.5b01119

Reference yield: 100.0%

L-Tryptophan (73-22-3,27732-43-0,80206-30-0,27813-82-7) + methyl 2-(N-succinimidyloxycarbonyl)benzoate (438470-19-0) → N-phthalimide-L-tryptophan (32675-71-1,48208-26-0,62361-30-2)

Guidance literature:

L-Tryptophan; methyl 2-(N-succinimidyloxycarbonyl)benzoate; With sodium carbonate; In water; acetonitrile;

With hydrogenchloride; In water; acetonitrile;

upstream raw materials:

1-hydroxy-pyrrolidine-2,5-dione

Monomethyl phthalate

2,5-dioxopyrrolidin-1-yl formate

o-iodo-methyl-benzoic acid

Downstream raw materials:

2-methyl-2-phthalimidopropanoic acid

N-phthaloyl L-valine

Nα-phthaloyl-L-phenylalanine

(S)-N^α-phthaloyl-O-benzyltyrosine

Refernces

• 1、 Kumar, Rishi,Nasi, Ravindranath,Bhasin, Milan,Khieu, Nam Huan,Hsieh, Margaret,Gilbert, Michel,Jarrell, Harold,Zou, Wei,Jennings, Harold J.. "Sialyltransferase inhibitors: Consideration of molecular shape and charge/hydrophobic interactions". . p. 45 - 55. Retrieved 2013/10/21.
• 2、 Takashima, Yoshinori,Osaki, Motofumi,Ishimaru, Yoshihiro,Yamaguchi, Hiroyasu,Harada, Akira. "Artificial molecular clamp: A novel device for synthetic polymerases". supporting information; experimental part. p. 7524 - 7528. Retrieved 2011/10/04.