BZ-DMT-DEOXYADENOSINE TRIESTER

Base Information

• Chemical Name: BZ-DMT-DEOXYADENOSINE TRIESTER
• CAS No.: 80817-34-1
• Molecular Formula: C47H42ClN6O9P
• Molecular Weight: 901.312
• Mol file: 80817-34-1.mol

Synonyms:[(MeO)2Tr]bzAdΦ(CNEt);N-benzoyl-5'-O-(bis(4-methoxyphenyl)phenylmethyl)-2'-deoxy-3'-adenylic acid;2-chlorophenyl 2-cyanoethyl ester;N6-BENZOYL-5'-O-(4,4'-DIMETHOXYTRITYL)-2'-DEOXYADENOSINE-3'-(2-CHLOROPHENYL 2-CYANOETHYL PHOSPHATE);

Chemical Property of BZ-DMT-DEOXYADENOSINE TRIESTER

Chemical Property:

• PSA: 187.98000
• LogP: 9.62098
• Storage Temp.: -20°C

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of BZ-DMT-DEOXYADENOSINE TRIESTER

There total 12 articles about BZ-DMT-DEOXYADENOSINE TRIESTER 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: 87.0%

cyclohexylammonium 2-chlorophenyl 2-cyanoethyl phosphate (96404-99-8) + N6-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyadenosine (64325-78-6) → N-6-benzoyl-5'-O-(dimethoxytrityl)-2'-deoxyadenosine 3'-(o-chlorophenyl β-cyanoethyl phosphate) (80817-34-1)

Guidance literature:

With 1-methyl-1H-imidazole; 2,4,6-triisopropylphenylsulfonyl chloride; In pyridine; for 0.5h;

DOI:10.1055/s-1984-30834

Reference yield:

2-chlorophenyl dichlorophosphate (15074-54-1) → N-6-benzoyl-5'-O-(dimethoxytrityl)-2'-deoxyadenosine 3'-(o-chlorophenyl β-cyanoethyl phosphate) (80817-34-1)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / tetrahydrofuran / 1.5 h

2: 2.) N-methylimidazole / 1.) THF, pyridine, 20 deg C, 20 min; 2.) THF, pyridine, 20 deg C, 2 h

With pyridine; 1-methyl-1H-imidazole; In tetrahydrofuran;

DOI:10.1002/hlca.19840670521

Reference yield:

2'-deoxy-D-adenosine (958-09-8,7005-15-4) → N-6-benzoyl-5'-O-(dimethoxytrityl)-2'-deoxyadenosine 3'-(o-chlorophenyl β-cyanoethyl phosphate) (80817-34-1)

Guidance literature:

Yield given. Multistep reaction;

DOI:10.1002/hlca.19870700321

upstream raw materials:

cyclohexylammonium 2-chlorophenyl 2-cyanoethyl phosphate

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

bis(benzotriazol-1-yl)(2-chlorophenyl)phosphate

3-Hydroxypropionitrile

Downstream raw materials:

<(MeO)2Tr>bzA_dΦbzA_dΦ(CNEt)

C₆₃H₅₈Cl₂N₈O₁₆P₂

C₆₀H₅₅Cl₂N₇O₁₆P₂

Benzoic acid (2R,3S,5R)-2-[[(2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-hydroxymethyl-tetrahydro-furan-3-yloxy]-(2-chloro-phenoxy)-phosphoryloxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester