(R_P)-2'-deoxyadenosine cyclic 3',5'-phosphoranilidate

Base Information

• Chemical Name: (R_P)-2'-deoxyadenosine cyclic 3',5'-phosphoranilidate
• CAS No.: 69330-95-6
• Molecular Formula: C₁₆H₁₇N₆O₄P
• Molecular Weight: 388.323
• Mol file: 69330-95-6.mol

Synonyms:(R_P)-2'-deoxyadenosine cyclic 3',5'-phosphoranilidate

Chemical Property of (R_P)-2'-deoxyadenosine cyclic 3',5'-phosphoranilidate

Chemical Property:

Purity/Quality:

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MSDS Files:

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Technology Process of (R_P)-2'-deoxyadenosine cyclic 3',5'-phosphoranilidate

There total 13 articles about (R_P)-2'-deoxyadenosine cyclic 3',5'-phosphoranilidate 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: 56.0%

2'-deoxyadenosine cyclic 3',5'-phosphate triethylammonium salt (22350-91-0) + aniline (62-53-3) → (RP)-2'-deoxyadenosine cyclic 3',5'-phosphoranilidate (69330-95-6) + (SP)-2'-deoxyadenosine cyclic 3',5'-phosphoranilidate (69320-85-0)

Guidance literature:

With pyridine; triphenylphosphine; In tetrachloromethane; for 12h; Ambient temperature;

DOI:10.1021/ja00400a062

Reference yield: 55.0%

2'-deoxyadenosine 3'-(2-chlorophenyl) phosphoranilidate (69320-83-8) → (RP)-2'-deoxyadenosine cyclic 3',5'-phosphoranilidate (69330-95-6)

Guidance literature:

With potassium tert-butylate; In N,N-dimethyl acetamide; for 20h; Ambient temperature;

DOI:10.1016/0040-4020(84)85099-1

Reference yield:

5'-O-monomethoxytrityl-2'-deoxyadenosine 3'-O-(2-chlorophenyl) phosphoranilidate (69320-81-6) → (RP)-2'-deoxyadenosine cyclic 3',5'-phosphoranilidate (69330-95-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / 2 percent toluene-p-sulphonic acid monohydrate / CHCl₃; methanol / 0.17 h / Ambient temperature

2: 55 percent / t-BuOK / N,N-dimethyl-acetamide / 20 h / Ambient temperature

With potassium tert-butylate; toluene-4-sulfonic acid; In methanol; chloroform; N,N-dimethyl acetamide;

DOI:10.1016/0040-4020(84)85099-1

upstream raw materials:

2'-deoxyadenosine 3'-(2-chlorophenyl) phosphoranilidate

2'-deoxyadenosine 3'-(2-chlorophenyl) phosphoranilidate

2'-deoxyadenosine cyclic 3',5'-phosphate triethylammonium salt

aniline