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

Base Information

• Chemical Name: (S(P))-N₆-benzyl-2'O-(tert-butyldimethylsilyl)-8-(2-furyl)adenosine cyclic 3',5'-N-benzylphosphoramidate
• CAS No.: 1351069-97-0
• Molecular Formula: C₃₄H₄₁N₆O₆PSi
• Molecular Weight: 688.795

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

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

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

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

There total 2 articles about (S(P))-N₆-benzyl-2'O-(tert-butyldimethylsilyl)-8-(2-furyl)adenosine cyclic 3',5'-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: 83.0%

(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) + benzylamine (100-46-9) → (S(P))-N6-benzyl-2'O-(tert-butyldimethylsilyl)-8-(2-furyl)adenosine cyclic 3',5'-N-benzylphosphoramidate (1351069-97-0)

Guidance literature:

With pyridine; at 20 ℃; 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))-N6-benzyl-2'O-(tert-butyldimethylsilyl)-8-(2-furyl)adenosine cyclic 3',5'-N-benzylphosphoramidate (1351069-97-0)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / 20 h / 95 °C

2: pyridine / 20 h / 20 °C

With pyridine;

DOI:10.1016/j.ejmech.2011.10.003

Reference yield:

(S(P))-N6-benzyl-2'O-(tert-butyldimethylsilyl)-8-(2-furyl)adenosine cyclic 3',5'-N-benzylphosphoramidate (1351069-97-0) → (R(P))-N6-benzyl-2'O-(tert-butyldimethylsilyl)-8-(2-furyl)adenosine cyclic 3',5'-phosphorothioic acid

Guidance literature:

(S(P))-N₆-benzyl-2'O-(tert-butyldimethylsilyl)-8-(2-furyl)adenosine cyclic 3',5'-N-benzylphosphoramidate; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.166667h; Inert atmosphere;

With carbon disulfide; In tetrahydrofuran; hexane; at -78 - 20 ℃; stereoselective reaction; Inert atmosphere;

DOI:10.1016/j.ejmech.2011.10.003

upstream raw materials:

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

(S(P))-2'O-(tert-butyldimethylsilyl)-8-(2-furyl)-6-desamino-6-(1,2,4-triazol-4-yl)adenosine cyclic 3',5'-N-benzylphosphoramidate

benzylamine

Downstream raw materials:

C₂₁H₂₀N₅O₆PS

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

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

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