3'-Adenylic acid, N-benzoyl-2'-deoxy-, 2-chlorophenyl 2-cyanoethyl ester

Base Information

• Chemical Name: 3'-Adenylic acid, N-benzoyl-2'-deoxy-, 2-chlorophenyl 2-cyanoethyl ester
• CAS No.: 69434-23-7
• Molecular Formula: C26H24ClN6O7P
• Molecular Weight: 598.939
• European Community (EC) Number: 274-005-3
• DSSTox Substance ID: DTXSID60989286
• Nikkaji Number: J317.986I
• Mol file: 69434-23-7.mol

Synonyms:EINECS 274-005-3;69434-23-7;2-Chlorophenyl 2-cyanoethyl N-benzoyl-2'-deoxy-3'-adenylate;3'-Adenylic acid, N-benzoyl-2'-deoxy-, 2-chlorophenyl 2-cyanoethylester;DTXSID60989286;3'-Adenylic acid, N-benzoyl-2'-deoxy-, 2-chlorophenyl 2-cyanoethyl ester;3'-Adenylic acid, N-benzoyl-2'-deoxy-, 2-chlorophenyl 2-cyanoethyl ester;N-Benzoyl-2'-deoxy-3'-adenylic acid 2-chlorophenyl 2-cyanoethyl ester;9-{3-O-[(2-Chlorophenoxy)(2-cyanoethoxy)phosphoryl]-2-deoxypentofuranosyl}-6-{[hydroxy(phenyl)methylidene]amino}-9H-purine

Chemical Property of 3'-Adenylic acid, N-benzoyl-2'-deoxy-, 2-chlorophenyl 2-cyanoethyl ester

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 180.52000
• Density: 1.56g/cm³
• LogP: 4.58738
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 11
• Exact Mass: 598.1132618
• Heavy Atom Count: 41
• Complexity: 983

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1C(C(OC1N2C=NC3=C(N=CN=C32)NC(=O)C4=CC=CC=C4)CO)OP(=O)(OCCC#N)OC5=CC=CC=C5Cl
• Isomeric SMILES: C1[C@@H]([C@H](O[C@H]1N2C=NC3=C(N=CN=C32)NC(=O)C4=CC=CC=C4)CO)OP(=O)(OCCC#N)OC5=CC=CC=C5Cl

Technology Process of 3'-Adenylic acid, N-benzoyl-2'-deoxy-, 2-chlorophenyl 2-cyanoethyl ester

There total 9 articles about 3'-Adenylic acid, N-benzoyl-2'-deoxy-, 2-chlorophenyl 2-cyanoethyl 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:

N-6-benzoyl-5'-O-(dimethoxytrityl)-2'-deoxyadenosine 3'-(o-chlorophenyl β-cyanoethyl phosphate) (80817-34-1) → bzAdΦ(CNEt) (69434-23-7)

Guidance literature:

With zinc dibromide; In chloroform; isopropyl alcohol; Ambient temperature; var.: EtOAc, triazole, molecular sieves or BSA, CHCl₃, MeOH, 0 deg C, 1 min;

DOI:10.1016/S0040-4039(01)82014-1

Reference yield:

2-chlorophenyl phosphordi(1H-1-[1,2,4]triazolide) (72351-28-1) → bzAdΦ(CNEt) (69434-23-7)

Guidance literature:

Multi-step reaction with 3 steps

1: dioxane / 2 h / 20 °C

2: 1-methylimidazole / dioxane / 3 h / 20 °C

3: benzenesulfonic acid / CHCl₃; methanol / 0.25 h / 0 °C

With benzenesulfonic acid; 1-methyl-1H-imidazole; In 1,4-dioxane; methanol; chloroform;

DOI:10.1002/hlca.19820650803

Reference yield:

[1,2,4]Triazol-1-yl-phosphonic acid (2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl ester 2-chloro-phenyl ester (76958-61-7) → bzAdΦ(CNEt) (69434-23-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 1-methylimidazole / dioxane / 3 h / 20 °C

2: benzenesulfonic acid / CHCl₃; methanol / 0.25 h / 0 °C

With benzenesulfonic acid; 1-methyl-1H-imidazole; In 1,4-dioxane; methanol; chloroform;

DOI:10.1002/hlca.19820650803

upstream raw materials:

N-6-benzoyl-5'-O-(dimethoxytrityl)-2'-deoxyadenosine 3'-(o-chlorophenyl β-cyanoethyl phosphate)

3-Hydroxypropionitrile

N-benzoyl-3',5'-di-O-benzoyl-2'-deoxyadenosine

2-chlorophenyl phosphordi(1H-1-[1,2,4]triazolide)

Downstream raw materials:

C₄₉H₄₃Cl₂N₁₁O₁₃P₂

C₆₀H₅₅Cl₂N₇O₁₆P₂*C₆H₁₅N

<(MeO)2Tr>bzA_dΦbzA_dΦ(CNEt)

<(MeO)2Tr>ibG_dΦbzA_dΦ(CNEt)