3'-O-[bis(benzyloxy)phosphoryl]-2'-O-(4-methoxybenzyl)-5'-O-phosphate adenosine

Base Information

Chemical Name:3'-O-[bis(benzyloxy)phosphoryl]-2'-O-(4-methoxybenzyl)-5'-O-phosphate adenosine
CAS No.:478050-91-8
Molecular Formula:C₃₂H₃₅N₅O₁₁P₂
Molecular Weight:727.604
Hs Code.:

Synonyms:3'-O-[bis(benzyloxy)phosphoryl]-2'-O-(4-methoxybenzyl)-5'-O-phosphate adenosine

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Chemical Property of 3'-O-[bis(benzyloxy)phosphoryl]-2'-O-(4-methoxybenzyl)-5'-O-phosphate adenosine

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Technology Process of 3'-O-[bis(benzyloxy)phosphoryl]-2'-O-(4-methoxybenzyl)-5'-O-phosphate adenosine

There total 8 articles about 3'-O-[bis(benzyloxy)phosphoryl]-2'-O-(4-methoxybenzyl)-5'-O-phosphate adenosine 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: 65.0%

: 478050-95-2
5'-O-[bis(allyloxy)phosphoryl]-3'-O-[bis(benzyloxy)phosphoryl]-2'-O-(4-methoxybenzyl)adenosine

: 478050-91-8
3'-O-[bis(benzyloxy)phosphoryl]-2'-O-(4-methoxybenzyl)-5'-O-phosphate adenosine

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; formic acid; triphenylphosphine; N-butylamine; In tetrahydrofuran; at 40 ℃; for 4h;
DOI:10.1021/jo0260443

Reference yield:

: 108549-23-1
Dibenzyl N,N-diisopropylphosphoramidite

: 478050-91-8
3'-O-[bis(benzyloxy)phosphoryl]-2'-O-(4-methoxybenzyl)-5'-O-phosphate adenosine

Guidance literature:: Multi-step reaction with 7 steps

1: tetrazole / CH₂Cl₂ / 1 h

2: 3.5 percent / mCPBA / CH₂Cl₂ / 1 h

3: 74 percent / acetic acid / H₂O / 2 h / 20 °C

4: tetrazole / CH₂Cl₂ / 2 h

5: 84 percent / mCPBA / CH₂Cl₂ / 1 h / 0 - 5 °C

6: 68 percent / n-propylamine / tetrahydrofuran / 3 h

7: 65 percent / formic acid; Pd(PPh₃)4; triphenylphosphine / n-butylamine / tetrahydrofuran / 4 h / 40 °C

With 1H-tetrazole; propylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; formic acid; acetic acid; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; N-butylamine; In tetrahydrofuran; dichloromethane; water;
DOI:10.1021/jo0260443

Reference yield:

: 80015-60-7
5'-O-dimethoxytrityl-2'-O-(4-methoxybenzyl)-N⁶-benzoyl adenosine

: 478050-91-8
3'-O-[bis(benzyloxy)phosphoryl]-2'-O-(4-methoxybenzyl)-5'-O-phosphate adenosine

Guidance literature:: Multi-step reaction with 7 steps

1: tetrazole / CH₂Cl₂ / 1 h

2: 3.5 percent / mCPBA / CH₂Cl₂ / 1 h

3: 74 percent / acetic acid / H₂O / 2 h / 20 °C

4: tetrazole / CH₂Cl₂ / 2 h

5: 84 percent / mCPBA / CH₂Cl₂ / 1 h / 0 - 5 °C

6: 68 percent / n-propylamine / tetrahydrofuran / 3 h

7: 65 percent / formic acid; Pd(PPh₃)4; triphenylphosphine / n-butylamine / tetrahydrofuran / 4 h / 40 °C

With 1H-tetrazole; propylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; formic acid; acetic acid; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; N-butylamine; In tetrahydrofuran; dichloromethane; water;
DOI:10.1021/jo0260443