3'-[(2-N-tert-butoxycarbonyl-O-methyl)-L-tyrosyl]amido-2',3'-dideoxy-2'-fluoro-6-N,5'-O-ditrityladenosine

Base Information

Chemical Name:3'-[(2-N-tert-butoxycarbonyl-O-methyl)-L-tyrosyl]amido-2',3'-dideoxy-2'-fluoro-6-N,5'-O-ditrityladenosine
CAS No.:948048-07-5
Molecular Formula:C₆₃H₆₀FN₇O₆
Molecular Weight:1030.21
Hs Code.:

Synonyms:3'-[(2-N-tert-butoxycarbonyl-O-methyl)-L-tyrosyl]amido-2',3'-dideoxy-2'-fluoro-6-N,5'-O-ditrityladenosine

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Chemical Property of 3'-[(2-N-tert-butoxycarbonyl-O-methyl)-L-tyrosyl]amido-2',3'-dideoxy-2'-fluoro-6-N,5'-O-ditrityladenosine

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Technology Process of 3'-[(2-N-tert-butoxycarbonyl-O-methyl)-L-tyrosyl]amido-2',3'-dideoxy-2'-fluoro-6-N,5'-O-ditrityladenosine

There total 6 articles about 3'-[(2-N-tert-butoxycarbonyl-O-methyl)-L-tyrosyl]amido-2',3'-dideoxy-2'-fluoro-6-N,5'-O-ditrityladenosine 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: 94.0%

: 948048-06-4
3'-azido-2',3'-dideoxy-2'-fluoro-6-N,5'-O-ditrityladenosine

: 53267-93-9
O-methyl-N-tert-butoxycarbonyl-L-tyrosine

: 948048-07-5
3'-[(2-N-tert-butoxycarbonyl-O-methyl)-L-tyrosyl]amido-2',3'-dideoxy-2'-fluoro-6-N,5'-O-ditrityladenosine

: C₆₃H₆₀FN₉O₆

Guidance literature:: O-methyl-N-tert-butoxycarbonyl-L-tyrosine; With benzotriazol-1-ol; dacarbazine; In tetrahydrofuran; at 0 ℃; for 0.166667h;

3'-azido-2',3'-dideoxy-2'-fluoro-6-N,5'-O-ditrityladenosine; With tributylphosphine; In tetrahydrofuran; at 20 ℃; Further stages.;
DOI:10.1002/chem.200700058

Reference yield:

: 76-83-5
trityl chloride

: 948048-07-5
3'-[(2-N-tert-butoxycarbonyl-O-methyl)-L-tyrosyl]amido-2',3'-dideoxy-2'-fluoro-6-N,5'-O-ditrityladenosine

Guidance literature:: Multi-step reaction with 6 steps

1.1: 34 percent / DMAP / pyridine / 4.67 h / 80 °C

2.1: 53 percent / DMAP; pyridine

3.1: 64 percent / Bu₄N⁽¹⁺⁾*NO₂^(1-) / toluene; H₂O / 40 h

4.1: 78.6 percent / NH₄Cl; NaN₃ / dimethylformamide; H₂O / 1.5 h / 100 °C

5.1: 75 percent / pyridine / toluene / 0.75 h / 80 °C

6.1: HOBt; DIC / tetrahydrofuran / 0.17 h / 0 °C

6.2: 94 percent / (nBu)3P / tetrahydrofuran / 20 °C

With pyridine; dmap; sodium azide; ammonium chloride; benzotriazol-1-ol; dacarbazine; In tetrahydrofuran; pyridine; water; N,N-dimethyl-formamide; toluene;
DOI:10.1002/chem.200700058

Reference yield:

: 31085-55-9
(2R,3R,4S,5R)-2-(6-(tritylamino)-9H-purin-9-yl)-5-((trityloxy)methyl)tetrahydrofuran-3,4-diol

: 948048-07-5
3'-[(2-N-tert-butoxycarbonyl-O-methyl)-L-tyrosyl]amido-2',3'-dideoxy-2'-fluoro-6-N,5'-O-ditrityladenosine

Guidance literature:: Multi-step reaction with 5 steps

1.1: 53 percent / DMAP; pyridine

2.1: 64 percent / Bu₄N⁽¹⁺⁾*NO₂^(1-) / toluene; H₂O / 40 h

3.1: 78.6 percent / NH₄Cl; NaN₃ / dimethylformamide; H₂O / 1.5 h / 100 °C

4.1: 75 percent / pyridine / toluene / 0.75 h / 80 °C

5.1: HOBt; DIC / tetrahydrofuran / 0.17 h / 0 °C

5.2: 94 percent / (nBu)3P / tetrahydrofuran / 20 °C

With pyridine; dmap; sodium azide; ammonium chloride; benzotriazol-1-ol; dacarbazine; In tetrahydrofuran; water; N,N-dimethyl-formamide; toluene;
DOI:10.1002/chem.200700058