N-succinimidyl propionate

Base Information

• Chemical Name: N-succinimidyl propionate
• CAS No.: 30364-55-7
• Molecular Formula: C7H9NO4
• Molecular Weight: 171.153
• Hs Code.: 2925190090
• European Community (EC) Number: 819-782-7,693-617-5
• DSSTox Substance ID: DTXSID00952712
• Nikkaji Number: J531.509C
• Wikidata: Q82931397
• Mol file: 30364-55-7.mol

Synonyms:N-succinimidyl propionate

Chemical Property of N-succinimidyl propionate

Chemical Property:

• Vapor Pressure: 0.0174mmHg at 25°C
• Melting Point: 44～49℃
• Refractive Index: 1.501
• Boiling Point: 254.3 °C at 760 mmHg
• Flash Point: 107.6 °C
• PSA: 63.68000
• Density: 1.31 g/cm³
• LogP: -0.05850
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 171.05315777
• Heavy Atom Count: 12
• Complexity: 220

Purity/Quality:

99%, ^*data from raw suppliers

2,5-dioxopyrrolidin-1-ylpropanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(=O)ON1C(=O)CCC1=O

Technology Process of N-succinimidyl propionate

There total 4 articles about N-succinimidyl propionate 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: 77.0%

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + propionic acid (802294-64-0,79-09-4) → succinimidyl propionate (30364-55-7)

Guidance literature:

With dicyclohexyl-carbodiimide; In tetrahydrofuran; at -78 - 20 ℃; for 3h;

DOI:10.1016/j.jinorgbio.2009.10.009

Reference yield: 65.0%

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + propionyl chloride (79-03-8) → succinimidyl propionate (30364-55-7)

Guidance literature:

propionyl chloride; With triethylamine; In tetrahydrofuran;

1-hydroxy-pyrrolidine-2,5-dione; In tetrahydrofuran; at 20 ℃;

DOI:10.1002/jlcr.1564

Reference yield: 20.0%

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + propionic acid anhydride (123-62-6) → succinimidyl propionate (30364-55-7)

Guidance literature:

With hydrogenchloride;

DOI:10.1016/S0960-894X(98)00730-6

upstream raw materials:

1-hydroxy-pyrrolidine-2,5-dione

propionic acid

propionic acid anhydride

propionyl chloride

Downstream raw materials:

(2S)-N-[2-(3,5-dioxo-1,2-diphenyl-1,2,4-triazolidin-4-yl)ethyl]-N^α-[2-(1-{2-oxo-2-[4-(6-oxo-6,11-dihydro-5H-dibenzo[b,e]azepin-11-yl)piperazin-1-yl]ethyl}cyclopentyl)acetyl]-N^ω-[4-(2-propanoylaminoethyl)aminocarbonylbutanoyl]argininamide

(2S)-N-[2-(3,5-dioxo-1,2-diphenyl-1,2,4-triazolidin-4-yl)ethyl]-N^α-[2-(1-{2-oxo-2-[4-(6-oxo-6,11-dihydro-5H-dibenzo[b,e]azepin-11-yl)piperazin-1-yl]ethyl}cyclopentyl)acetyl]-N^ω-[4-(3-propanoylaminopropyl)aminocarbonylbutanoyl]argininamide

(2S)-N-[2-(3,5-dioxo-1,2-diphenyl-1,2,4-triazolidin-4-yl)ethyl]-N^α-[2-(1-{2-oxo-2-[4-(6-oxo-6,11-dihydro-5H-dibenzo[b,e]azepin-11-yl)piperazin-1-yl]ethyl}cyclopentyl)acetyl]-N^ω-{4-[2-(2-propanoylaminoethyl)aminoethyl]aminocarbonylbutanoyl}argininamide

(2S)-N-[2-(3,5-dioxo-1,2-diphenyl-1,2,4-triazolidin-4-yl)ethyl]-N^α-[2-(1-{2-oxo-2-[4-(6-oxo-6,11-dihydro-5H-dibenzo[b,e]azepin-11-yl)piperazin-1-yl]ethyl}cyclopentyl)acetyl]-N^ω-(6-propanoylaminohexanoyl)argininamide

Refernces

• 1、 Chudinov, Alexander V.,Kuznetsova, Viktoriya E.,Miftakhov, Rinat A.,Shershov, Valeriy E.,Surzhikov, Sergey A.,Yurasov, Dmitry A.,Zasedateleva, Olga A.. "PCR incorporation of dUMPs modified with aromatic hydrocarbon substituents of different hydrophilicities: Synthesis of C5-modified dUTPs and PCR studies using Taq, Tth, Vent (exo-) and Deep Vent (exo-) polymerases". supporting information. . Retrieved 2020/04/17.
• 2、 Lv,Laborda,Huang,Cai,Wang,Lu,Doherty,Liu,Flitsch,Voglmeir. "Highly efficient and selective biocatalytic production of glucosamine from chitin". supporting information. p. 527 - 535. Retrieved 2017/08/15.