6-[3-((2R,3R,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-3H-imidazol-4-yl]-pyrimidin-4-ylamine

Base Information

Chemical Name:6-[3-((2R,3R,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-3H-imidazol-4-yl]-pyrimidin-4-ylamine
CAS No.:374081-68-2
Molecular Formula:C₃₃H₃₃N₅O₄
Molecular Weight:563.656
Hs Code.:

Synonyms:6-[3-((2R,3R,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-3H-imidazol-4-yl]-pyrimidin-4-ylamine

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Chemical Property of 6-[3-((2R,3R,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-3H-imidazol-4-yl]-pyrimidin-4-ylamine

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Technology Process of 6-[3-((2R,3R,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-3H-imidazol-4-yl]-pyrimidin-4-ylamine

There total 17 articles about 6-[3-((2R,3R,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-3H-imidazol-4-yl]-pyrimidin-4-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: 88.0%

: 374081-67-1
3-(3,4-bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-3H-8-thia-1,3,4,6-tetraaza-cyclopenta[a]inden-7-ylamine

: 374081-68-2
6-[3-((2R,3R,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-3H-imidazol-4-yl]-pyrimidin-4-ylamine

Guidance literature:: nickel; In methanol; water; for 18h; Heating;
DOI:10.1021/jo0255476

Reference yield:

: 374081-60-4
3-((2R,3R,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-5-bromo-3H-imidazole-4-carbaldehyde oxime

: 374081-68-2
6-[3-((2R,3R,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-3H-imidazol-4-yl]-pyrimidin-4-ylamine

Guidance literature:: Multi-step reaction with 8 steps

1: 90 percent / acetic anhydride / 3 h / Heating

2: K₂CO₃ / dimethylformamide / 55 °C

3: 88 percent / EtONa / ethanol / 4 h / Heating

4: 81 percent / acetic anhydride / 3 h / Heating

5: 75 percent / P₂S₅ / pyridine / 24 h / Heating

6: 75 percent / K₂CO₃ / methanol / 0.17 h

7: 76 percent / NH₃ / butan-1-ol / 90 h / 160 °C

8: 88 percent / Raney Ni / methanol; H₂O / 18 h / Heating

With tetraphosphorus decasulfide; ammonia; sodium ethanolate; acetic anhydride; potassium carbonate; nickel; In pyridine; methanol; ethanol; water; N,N-dimethyl-formamide; butan-1-ol;
DOI:10.1021/jo0255476

Reference yield:

: 437614-22-7
4,5-dibromo-1-(β-D-ribofuranosyl)imidazole

: 374081-68-2
6-[3-((2R,3R,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-3H-imidazol-4-yl]-pyrimidin-4-ylamine

Guidance literature:: Multi-step reaction with 11 steps

1: 87 percent / NaH; tetrabutylammonium iodide / tetrahydrofuran / 6 h / 0 - 20 °C

2: ethylmagnesium bromide / diethyl ether / 23 h / 20 °C

3: hydroxylamine hydrochloride; NaHCO₃ / ethanol; H₂O / 2 h / 20 °C

4: 90 percent / acetic anhydride / 3 h / Heating

5: K₂CO₃ / dimethylformamide / 55 °C

6: 88 percent / EtONa / ethanol / 4 h / Heating

7: 81 percent / acetic anhydride / 3 h / Heating

8: 75 percent / P₂S₅ / pyridine / 24 h / Heating

9: 75 percent / K₂CO₃ / methanol / 0.17 h

10: 76 percent / NH₃ / butan-1-ol / 90 h / 160 °C

11: 88 percent / Raney Ni / methanol; H₂O / 18 h / Heating

With tetraphosphorus decasulfide; ethylmagnesium bromide; hydroxylamine hydrochloride; ammonia; sodium ethanolate; acetic anhydride; tetra-(n-butyl)ammonium iodide; sodium hydride; sodium hydrogencarbonate; potassium carbonate; nickel; In tetrahydrofuran; pyridine; methanol; diethyl ether; ethanol; water; N,N-dimethyl-formamide; butan-1-ol;
DOI:10.1021/jo0255476