Succinic acid monobenzyl ester

Base Information

• Chemical Name: Succinic acid monobenzyl ester
• CAS No.: 103-40-2
• Molecular Formula: C11H12 O4
• Molecular Weight: 208.214
• Hs Code.: 2918990090
• European Community (EC) Number: 203-108-8
• UNII: R1X1431M4O
• DSSTox Substance ID: DTXSID20145609
• Nikkaji Number: J94.945K
• Wikidata: Q27287684
• ChEMBL ID: CHEMBL317543
• Mol file: 103-40-2.mol

Synonyms:benzylsuccinate

Chemical Property of Succinic acid monobenzyl ester

Chemical Property:

• Vapor Pressure: 4.41E-06mmHg at 25°C
• Melting Point: 60 °C
• Boiling Point: 368.5°Cat760mmHg
• PKA: 4.42±0.17(Predicted)
• Flash Point: 144.5°C
• PSA: 63.60000
• Density: 1.225g/cm³
• LogP: 1.59460
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 208.07355886
• Heavy Atom Count: 15
• Complexity: 219

Purity/Quality:

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

SuccinicAcidMonobenzylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Other Organic Compounds
• Canonical SMILES: C1=CC=C(C=C1)COC(=O)CCC(=O)O

Technology Process of Succinic acid monobenzyl ester

There total 24 articles about Succinic acid monobenzyl ester 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: 100.0%

(1-nosyl-5-nitroindol-3-yl)methyl benzyl succinate → succinic acid monobenzyl ester (103-40-2)

Guidance literature:

(1-nosyl-5-nitroindol-3-yl)methyl benzyl succinate; With 2-(N,N-dimethylamino)ethylthiol hydrochloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 20 ℃; for 0.25h; Inert atmosphere;

With hydrogenchloride; In diethyl ether; water; acetonitrile; Inert atmosphere;

DOI:10.1021/ol8008655

Reference yield: 92.0%

succinic acid benzyl ester naphthalen-2-ylmethyl ester → succinic acid monobenzyl ester (103-40-2)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; ethyl acetate; for 1.25h; under 760 Torr;

DOI:10.1016/S0040-4039(99)00014-3

Reference yield: 90.0%

1-benzyl 4-tert-butyl succinate (15026-16-1) → succinic acid monobenzyl ester (103-40-2)

Guidance literature:

With KSF clay; In acetonitrile; for 3h; Heating;

DOI:10.1055/s-2002-25335

upstream raw materials:

succinic acid anhydride

benzyl alcohol

dibenzyl succinate

succinic acid

Downstream raw materials:

1-hexadecylcarboxylic acid

Arachidic acid

1-O-benzyl 4-O-(2,-5-dioxopyrrolidin-1-yl) butanedioate

beta-carbobenzyloxypropionic acid anhydride

Refernces

• 1、 Krishnan, K. Syam,Bengtsson, Christoffer,Good, James A. D.,Mirkhanov, Shamil,Chorell, Erik,Johansson, Lennart B.-A.,Almqvist, Fredrik. "Synthesis of fluorescent ring-fused 2-pyridone peptidomimetics". . p. 12207 - 12213. Retrieved 2013.
• 2、 Horner, Katherine A.,Valette, Nathalie M.,Webb, Michael E.. "Strain-Promoted Reaction of 1,2,4-Triazines with Bicyclononynes". . p. 14376 - 14381. Retrieved 2015.
• 3、 Bellany, Fiona,Tsuchiya, Yugo,Tran, Trang M.,Chan, A.W. Edith,Allan, Helen,Gout, Ivan,Tabor, Alethea B.. "Design and synthesis of Coenzyme A analogues as Aurora kinase A inhibitors: An exploration of the roles of the pyrophosphate and pantetheine moieties". . . Retrieved 2020.
• 4、 Jiang, Yongying,Hu, Longqin. "Peptide conjugates of 4-aminocyclophosphamide as prodrugs of phosphoramide mustard for selective activation by prostate-specific antigen (PSA)". . p. 7507 - 7514. Retrieved 2013.
• 5、 Cannon,J.G.,Garst,J.E.. "-". . p. 182 - 184. Retrieved 1975.
• 6、 Yadav,Balanarsaiah,Raghavendra,Satyanarayana. "Chemoselective hydrolysis of tert-butyl esters in acetonitrile using molecular iodine as a mild and efficient catalyst". . p. 4921 - 4924. Retrieved 2006.
• 7、 Huang, Yan,Hou, Jing,Zhan, Le-Wu,Zhang, Qian,Tang, Wan-Ying,Li, Bin-Dong. "Photoredox Activation of Formate Salts: Hydrocarboxylation of Alkenes via Carboxyl Group Transfer". . p. 15004 - 15012. Retrieved 2021/12/14.
• 8、 Liu, Liang-Quan,Hong, Pei-Xi,Song, Xing-Hai,Zhou, Chang-Cui,Ling, Rui,Kang, Yi,Qi, Qing-Rong,Yang, Jun. "Design, Synthesis, and Activity Study of Water-Soluble, Rapid-Release Propofol Prodrugs". supporting information. p. 7857 - 7866. Retrieved 2020/08/21.