Methyl N-Succinimidyl Adipate

Base Information

• Chemical Name: Methyl N-Succinimidyl Adipate
• CAS No.: 118380-06-6
• Molecular Formula: C11H15 N O6
• Molecular Weight: 257.243
• DSSTox Substance ID: DTXSID20403493
• Wikidata: Q72482190
• Mol file: 118380-06-6.mol

Synonyms:Methyl N-Succinimidyl Adipate;118380-06-6;2,5-Dioxopyrrolidin-1-yl methyl adipate;6-O-(2,5-dioxopyrrolidin-1-yl) 1-O-methyl hexanedioate;methyl succinimidyl adipate;SCHEMBL264567;DTXSID20403493;METHYLN-SUCCINIMIDYLADIPATE;ILDXDBSWYJDHAL-UHFFFAOYSA-N;MFCD01863426;2,5-Dioxopyrrolidin-1-ylmethyladipate;AKOS015908658;MS-21583;FT-0628905;A1-06568;J-003743;Methyl 6-[(2,5-dioxopyrrolidin-1-yl)oxy]-6-oxohexanoate

Chemical Property of Methyl N-Succinimidyl Adipate

Chemical Property:

• Vapor Pressure: 3.09E-05mmHg at 25°C
• Melting Point: 53掳C
• Refractive Index: 1.502
• Boiling Point: 356℃
• Flash Point: 169℃
• PSA: 89.98000
• Density: 1.29
• LogP: 0.26490
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 8
• Exact Mass: 257.08993720
• Heavy Atom Count: 18
• Complexity: 349

Purity/Quality:

98%Min ^*data from raw suppliers

MethylN-SuccinimidylAdipate 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)CCCCC(=O)ON1C(=O)CCC1=O
• Uses: A masked, amino reactive, heterobifunctional crosslinking reagent. Spacer Arm: 7.2 Angstroms A masked, amino reactive, heterobifunctional crosslinking reagent. Spacer Arm: 7.2 Angstroms

Technology Process of Methyl N-Succinimidyl Adipate

There total 2 articles about Methyl N-Succinimidyl Adipate 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: 94.0%

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + adipic acid monomethyl ester (627-91-8) → 1-methyl 6-succinimidyl adipate (118380-06-6)

Guidance literature:

With dicyclohexyl-carbodiimide; In acetone; at 20 ℃; for 2h;

DOI:10.1021/jm00009a014

Reference yield: 87.5%

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + adipic acid monomethyl ester (627-91-8) → Adipic acid dichloride (111-50-2) + 1-methyl 6-succinimidyl adipate (118380-06-6)

Guidance literature:

With triethylamine; In thionyl chloride; dichloromethane;

Reference yield:

Val-Val (3918-94-3) + 1-methyl 6-succinimidyl adipate (118380-06-6) → 5-[(S)-1-((S)-1-Carboxy-2-methyl-propylcarbamoyl)-2-methyl-propylcarbamoyl]-pentanoic acid methyl ester (134806-73-8)

Guidance literature:

With N-ethyl-N,N-diisopropylamine;

DOI:10.1016/j.bmcl.2004.05.078

upstream raw materials:

1-hydroxy-pyrrolidine-2,5-dione

adipic acid monomethyl ester

Downstream raw materials:

5-[(S)-1-((S)-1-Carboxy-2-methyl-propylcarbamoyl)-2-methyl-propylcarbamoyl]-pentanoic acid methyl ester

3,4-Dihydro-1H-isoquinoline-2-carboxylic acid (3R,5S)-5-(1-cyclopropylaminooxalyl-butylcarbamoyl)-1-{(S)-2-[(S)-2-(5-methoxycarbonyl-pentanoylamino)-3-methyl-butyrylamino]-3-methyl-butyryl}-pyrrolidin-3-yl ester