T-Succinate

Base Information

• Chemical Name: T-Succinate
• CAS No.: 74405-40-6
• Molecular Formula: C35H36N2O10
• Molecular Weight: 644.678
• European Community (EC) Number: 277-851-1
• Mol file: 74405-40-6.mol

Synonyms:74405-40-6;T-Succinate;t succinate;SCHEMBL23996825;AKOS015965403;AC-1013

Chemical Property of T-Succinate

Chemical Property:

• Refractive Index: 1.637
• PKA: 4.37±0.17(Predicted)
• PSA: 155.38000
• Density: 1.372 g/cm³
• LogP: 3.93500
• Storage Temp.: Store at 0°C
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 14
• Exact Mass: 644.23699535
• Heavy Atom Count: 47
• Complexity: 1110

Purity/Quality:

97% ^*data from raw suppliers

5''-O-(4,4''-Dimethoxytrityl)-thymidine-3''-O-succinicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CN(C(=O)NC1=O)C2CC(C(O2)COC(C3=CC=CC=C3)(C4=CC=C(C=C4)OC)C5=CC=C(C=C5)OC)OC(=O)CCC(=O)O

Technology Process of T-Succinate

There total 2 articles about T-Succinate 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: 97.0%

succinic acid anhydride (108-30-5) + 5'-O-(4-4'-dimethoxytrityl)thymidine (40615-39-2) → 5’-O-(4,4’-dimethoxytriphenylmethyl)thymidine-3’-O-succinate (74405-40-6)

Guidance literature:

With acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 20 ℃; for 0.75h; Inert atmosphere;

DOI:10.1002/chem.201101291

Reference yield: 96.0%

succinic acid (110-15-6) + 5'-O-(4-4'-dimethoxytrityl)thymidine (40615-39-2) → 5’-O-(4,4’-dimethoxytriphenylmethyl)thymidine-3’-O-succinate (74405-40-6)

Guidance literature:

5'-O-(4-4'-dimethoxytrityl)thymidine; In toluene; at 45 ℃; for 1h;

succinic acid; With triethylamine; In dichloromethane; toluene; at 25 ℃; for 4h;

DOI:10.1002/chem.201300655

Reference yield: 99.0%

N-(2-aminoethyl)-3,4,5-tris(octadecyloxy)benzamide hydrochloride (1447446-97-0) + 5’-O-(4,4’-dimethoxytriphenylmethyl)thymidine-3’-O-succinate (74405-40-6) → C98H154N4O13 (1447446-98-1)

Guidance literature:

With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 0.25h;

DOI:10.1002/chem.201300655

upstream raw materials:

succinic acid anhydride

5'-O-(4-4'-dimethoxytrityl)thymidine

succinic acid

Downstream raw materials:

d-TpT

Refernces

• 1、 Tonn, Viktoria Caroline,Meier, Chris. "Solid-phase synthesis of (poly)phosphorylated nucleosides and conjugates". experimental part. p. 9832 - 9842. Retrieved 2011/10/09.
• 2、 Katajisto, Johanna,Heinonen, Petri,Loennberg, Harri. "Solid-phase synthesis of oligonucleotide glycoconjugates bearing three different glycosyl groups: Orthogonally protected bis(hydroxymethyl)-N,N′- bis(3-hydroxypropyl)malondiamide phosphoramidite as key building block". . p. 7609 - 7615. Retrieved 2007/10/03.