(S_P)-2'-O-(tert-butyldimethylsilyl)-8-(2-furyl)adenosine-3',5'-cyclic N-benzylphosphoramidate

Base Information

• Chemical Name: (S_P)-2'-O-(tert-butyldimethylsilyl)-8-(2-furyl)adenosine-3',5'-cyclic N-benzylphosphoramidate
• CAS No.: 872025-84-8
• Molecular Formula: C₂₇H₃₅N₆O₆PSi
• Molecular Weight: 598.671

Synonyms:(S_P)-2'-O-(tert-butyldimethylsilyl)-8-(2-furyl)adenosine-3',5'-cyclic N-benzylphosphoramidate

Chemical Property of (S_P)-2'-O-(tert-butyldimethylsilyl)-8-(2-furyl)adenosine-3',5'-cyclic N-benzylphosphoramidate

Chemical Property:

Purity/Quality:

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Technology Process of (S_P)-2'-O-(tert-butyldimethylsilyl)-8-(2-furyl)adenosine-3',5'-cyclic N-benzylphosphoramidate

There total 1 articles about (S_P)-2'-O-(tert-butyldimethylsilyl)-8-(2-furyl)adenosine-3',5'-cyclic N-benzylphosphoramidate 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: 71.0%

8-(2-furyl)adenosine-2'-O-(tert-butyldimethylsilyl)-3',5'-cyclic phosphoric acid tri-n-butylammonium salt + benzylamine (100-46-9) → (SP)-2'-O-(tert-butyldimethylsilyl)-8-(2-furyl)adenosine-3',5'-cyclic N-benzylphosphoramidate (872025-84-8)

Guidance literature:

8-(2-furyl)adenosine-2'-O-(tert-butyldimethylsilyl)-3',5'-cyclic phosphoric acid tri-n-butylammonium salt; With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; at -20 ℃; for 1h;

benzylamine; In dichloromethane; at -20 - 20 ℃; Further stages.;

DOI:10.1039/b702403g

Reference yield: 38.0%

(SP)-2'-O-(tert-butyldimethylsilyl)-8-(2-furyl)adenosine-3',5'-cyclic N-benzylphosphoramidate (872025-84-8) + N,N'-bis(dimethylaminomethylene)hydrazine (16114-05-9,291307-12-5) + {N'-[(dimethylamino)methylene]-N,N-dimethylhydrazonoformamide dihydrochloride} (16227-06-8) → (S(P))-2'O-(tert-butyldimethylsilyl)-8-(2-furyl)-6-desamino-6-(1,2,4-triazol-4-yl)adenosine cyclic 3',5'-N-benzylphosphoramidate (1351069-92-5)

Guidance literature:

With pyridine; at 95 ℃; for 20h;

DOI:10.1016/j.ejmech.2011.10.003

Reference yield:

(SP)-2'-O-(tert-butyldimethylsilyl)-8-(2-furyl)adenosine-3',5'-cyclic N-benzylphosphoramidate (872025-84-8) → (S(P))-2'O-(tert-butyldimethylsilyl)-8-(2-furyl)-N6-methyladenosine cyclic 3',5'-N-benzylphosphoramidate (1351069-96-9)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / 20 h / 95 °C

2: pyridine / water / 20 h / 20 °C

With pyridine; In water;

DOI:10.1016/j.ejmech.2011.10.003

upstream raw materials:

benzylamine

Downstream raw materials:

(S(P))-2'O-(tert-butyldimethylsilyl)-8-(2-furyl)-N₆-methyladenosine cyclic 3',5'-N-benzylphosphoramidate

(S(P))-N₆-benzyl-2'O-(tert-butyldimethylsilyl)-8-(2-furyl)adenosine cyclic 3',5'-N-benzylphosphoramidate

C₂₁H₂₀N₅O₆PS

(R(P))-N₆-benzyl-8-(2-furyl)adenosine cyclic 3',5'-phosphorothioic acid tri-n-butylammonium salt

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