N-Benzoyl-5'-O-(bis(4-methoxyphenyl)phenylmethyl)-2'-deoxyadenosine 3'-O-succinate

Base Information

• Chemical Name: N-Benzoyl-5'-O-(bis(4-methoxyphenyl)phenylmethyl)-2'-deoxyadenosine 3'-O-succinate
• CAS No.: 74405-42-8
• Molecular Formula: C₄₂H₃₉N₅O₉
• Molecular Weight: 757.8
• European Community (EC) Number: 277-852-7
• DSSTox Substance ID: DTXSID30225401
• Nikkaji Number: J318.967H
• Wikidata: Q76416451
• Mol file: 74405-42-8.mol

Synonyms:74405-42-8;N-Benzoyl-5'-O-(bis(4-methoxyphenyl)phenylmethyl)-2'-deoxyadenosine 3'-O-succinate;EINECS 277-852-7;5'-o-(4,4'-Dimethoxytrityl)-N6-benzoyl-2'-deoxyadenosine-3'-o-succinic acid;4-[(2R,3S,5R)-5-(6-benzamidopurin-9-yl)-2-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]oxolan-3-yl]oxy-4-oxobutanoic acid;5'-O-(4,4'-Dimethoxytrityl]-n6-benzoyl-2'-deoxyadenosine-3'-o-succinic acid;N-benzoyl-5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-deoxyadenosine 3'-O-succinate;SCHEMBL14049947;DTXSID30225401;C42H39N5O9;C42-H39-N5-O9;N-Benzoyl-3'-O-(3-carboxypropanoyl)-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyadenosine;4-((2R,3S,5R)-5-(6-benzamido-9H-purin-9-yl)-2-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)tetrahydrofuran-3-yloxy)-4-oxobutanoic acid;Adenosine,N-benzoyl-5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-deoxy-,3'-(hydrogenbutanedioate)

Chemical Property of N-Benzoyl-5'-O-(bis(4-methoxyphenyl)phenylmethyl)-2'-deoxyadenosine 3'-O-succinate

Chemical Property:

• PKA: 4.37±0.17(Predicted)
• PSA: 173.22000
• Density: 1.34±0.1 g/cm3(Predicted)
• LogP: 6.24160
• Storage Temp.: −20°C
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 16
• Exact Mass: 757.27477784
• Heavy Atom Count: 56
• Complexity: 1260

Purity/Quality:

99% ^*data from raw suppliers

N6-Benzoyl-2''-deoxy-5''-O-DMT-adenosine3''-O-succinate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C(C2=CC=CC=C2)(C3=CC=C(C=C3)OC)OCC4C(CC(O4)N5C=NC6=C(N=CN=C65)NC(=O)C7=CC=CC=C7)OC(=O)CCC(=O)O
• Isomeric SMILES: COC1=CC=C(C=C1)C(C2=CC=CC=C2)(C3=CC=C(C=C3)OC)OC[C@@H]4[C@H](C[C@@H](O4)N5C=NC6=C(N=CN=C65)NC(=O)C7=CC=CC=C7)OC(=O)CCC(=O)O
• Uses: N6-Benzoyl-2''-deoxy-5''-O-DMT-adenosine 3''-O-succinate is a protected adenosine (A280400) derivative used in the preparation of synthetic nucleic acids, and specialized compounds such as a dinucleoside phosphorothioate prodrug, an orally bio-?available anti-?HBV agent.

Technology Process of N-Benzoyl-5'-O-(bis(4-methoxyphenyl)phenylmethyl)-2'-deoxyadenosine 3'-O-succinate

There total 1 articles about N-Benzoyl-5'-O-(bis(4-methoxyphenyl)phenylmethyl)-2'-deoxyadenosine 3'-O-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:

succinic acid anhydride (108-30-5) + N6-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyadenosine (64325-78-6) → Succinic acid mono-{(2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl} ester (74405-42-8)

Guidance literature:

With pyridine; dmap; triethylamine; In dichloromethane; for 4h; Ambient temperature;

DOI:10.1246/bcsj.60.1407

upstream raw materials:

succinic acid anhydride

N₆-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyadenosine

Refernces