6-ethoxy-9-((2S,4aR,6R,7R,7aR)-7-fluoro-2-isopropoxy-7-methyl-2-oxo-tetrahydro-2λ(5)-furo[3,2-d][1,3,2]dioxaphosphinin-6-yl)-9H-purin-2-ylamine

Base Information

Chemical Name:6-ethoxy-9-((2S,4aR,6R,7R,7aR)-7-fluoro-2-isopropoxy-7-methyl-2-oxo-tetrahydro-2λ(5)-furo[3,2-d][1,3,2]dioxaphosphinin-6-yl)-9H-purin-2-ylamine
CAS No.:1199809-77-2
Molecular Formula:C₁₆H₂₃FN₅O₆P
Molecular Weight:431.361
Hs Code.:

6-ethoxy-9-((2S,4aR,6R,7R,7aR)-7-fluoro-2-isopropoxy-7-methyl-2-oxo-tetrahydro-2λ(5)-furo[3,2-d][1,3,2]dioxaphosphinin-6-yl)-9H-purin-2-ylamine

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Chemical Property of 6-ethoxy-9-((2S,4aR,6R,7R,7aR)-7-fluoro-2-isopropoxy-7-methyl-2-oxo-tetrahydro-2λ(5)-furo[3,2-d][1,3,2]dioxaphosphinin-6-yl)-9H-purin-2-ylamine

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Technology Process of 6-ethoxy-9-((2S,4aR,6R,7R,7aR)-7-fluoro-2-isopropoxy-7-methyl-2-oxo-tetrahydro-2λ(5)-furo[3,2-d][1,3,2]dioxaphosphinin-6-yl)-9H-purin-2-ylamine

There total 9 articles about 6-ethoxy-9-((2S,4aR,6R,7R,7aR)-7-fluoro-2-isopropoxy-7-methyl-2-oxo-tetrahydro-2λ(5)-furo[3,2-d][1,3,2]dioxaphosphinin-6-yl)-9H-purin-2-ylamine 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:

: 1199809-30-7
(2R,3R,4R,5R)-5-(2-amino-6-ethoxy-9H-purin-9-yl)-4-fluoro-2-(hydroxymethyl)-4-methyltetrahydrofuran-3-ol

: [[bis(propan-2-yl)amino](propan-2-yloxy)phosphanyl]bis(propan-2-yl)amine

: 1199809-77-2,1231747-17-3
6-ethoxy-9-((2S,4aR,6R,7R,7aR)-7-fluoro-2-isopropoxy-7-methyl-2-oxo-tetrahydro-2λ(5)-furo[3,2-d][1,3,2]dioxaphosphinin-6-yl)-9H-purin-2-ylamine

: 1199809-32-9,1231747-17-3
PSI-938

Guidance literature:: (2R,3R,4R,5R)-5-(2-amino-6-ethoxy-9H-purin-9-yl)-4-fluoro-2-(hydroxymethyl)-4-methyltetrahydrofuran-3-ol; [[bis(propan-2-yl)amino](propan-2-yloxy)phosphanyl]bis(propan-2-yl)amine; With pyridine; 1H-tetrazole; In acetonitrile; at 20 ℃; for 3h;

With tert.-butylhydroperoxide; In water; acetonitrile; at 20 ℃; for 5h; Reagent/catalyst; Temperature; Overall yield = 20 mg;

Reference yield:

: 1294481-83-6
C₁₆H₂₃FN₅O₅P

: 1199809-77-2,1231747-17-3
6-ethoxy-9-((2S,4aR,6R,7R,7aR)-7-fluoro-2-isopropoxy-7-methyl-2-oxo-tetrahydro-2λ(5)-furo[3,2-d][1,3,2]dioxaphosphinin-6-yl)-9H-purin-2-ylamine

: 1199809-32-9,1231747-17-3
PSI-938

Guidance literature:: With tert.-butylhydroperoxide; In acetonitrile; at 20 ℃; for 20h;
DOI:10.1016/j.bmcl.2010.10.035

Reference yield:

: 874638-80-9,1033394-94-3
((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate

: 1199809-77-2,1231747-17-3
6-ethoxy-9-((2S,4aR,6R,7R,7aR)-7-fluoro-2-isopropoxy-7-methyl-2-oxo-tetrahydro-2λ(5)-furo[3,2-d][1,3,2]dioxaphosphinin-6-yl)-9H-purin-2-ylamine

: 1199809-32-9,1231747-17-3
PSI-938

Guidance literature:: Multi-step reaction with 5 steps

1.1: lithium tri(tert-butoxy)aluminum hydride / tetrahydrofuran / 2.25 h / -30 - -10 °C / Inert atmosphere

2.1: triphenylphosphine / dichloromethane / 0.25 h / -22 °C

2.2: 0.83 h / -22 - -17 °C / Inert atmosphere

3.1: potassium tert-butylate / tert-butyl alcohol / 0.5 h / 20 °C / Inert atmosphere

3.2: 22 h / 20 - 50 °C / Inert atmosphere

4.1: potassium carbonate / 5.5 h / 75 °C / Inert atmosphere

5.1: pyridine; 1H-tetrazole / acetonitrile / 3 h / 20 °C

5.2: 5 h / 20 °C

With pyridine; 1H-tetrazole; lithium tri(tert-butoxy)aluminum hydride; potassium tert-butylate; potassium carbonate; triphenylphosphine; In tetrahydrofuran; dichloromethane; acetonitrile; tert-butyl alcohol;