5-[1-((2R,3R,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-1H-imidazol-4-yl]-pyrimidine-2,4-diamine

Base Information

Chemical Name:5-[1-((2R,3R,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-1H-imidazol-4-yl]-pyrimidine-2,4-diamine
CAS No.:848945-15-3
Molecular Formula:C₃₃H₃₄N₆O₄
Molecular Weight:578.671
Hs Code.:

Synonyms:5-[1-((2R,3R,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-1H-imidazol-4-yl]-pyrimidine-2,4-diamine

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Chemical Property of 5-[1-((2R,3R,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-1H-imidazol-4-yl]-pyrimidine-2,4-diamine

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Technology Process of 5-[1-((2R,3R,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-1H-imidazol-4-yl]-pyrimidine-2,4-diamine

There total 5 articles about 5-[1-((2R,3R,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-1H-imidazol-4-yl]-pyrimidine-2,4-diamine 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: 52.0%

: 848945-14-2
2,4-Bis-benzyloxy-5-[1-((2R,3R,4R,5R)-3,4-bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-1H-imidazol-4-yl]-pyrimidine

: 848945-15-3
5-[1-((2R,3R,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-1H-imidazol-4-yl]-pyrimidine-2,4-diamine

Guidance literature:: With ammonia; In methanol; at 170 ℃; for 96h;
DOI:10.1021/jo048218h

Reference yield:

: 848945-11-9
1-(4,5-diiodoimidazol-3-yl)-β-D-ribofuranose

: 848945-15-3
5-[1-((2R,3R,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-1H-imidazol-4-yl]-pyrimidine-2,4-diamine

Guidance literature:: Multi-step reaction with 4 steps

1: 80 percent / NaH; tetrabutylammonium iodide / tetrahydrofuran / 18 h / 20 °C

2: 80 percent / EtMgBr / diethyl ether / 3 h / 20 °C

3: 70 percent / NaHCO₃ / Pd(PPh₃)4 / 1,2-dimethoxy-ethane; H₂O / 4 h / Heating

4: 52 percent / NH₃ / methanol / 96 h / 170 °C

With ethylmagnesium bromide; ammonia; tetra-(n-butyl)ammonium iodide; sodium hydride; sodium hydrogencarbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; diethyl ether; water; 3: Suzuki coupling;
DOI:10.1021/jo048218h

Reference yield:

: 848945-10-8
Acetic acid (2R,3R,4R,5R)-4-acetoxy-5-acetoxymethyl-2-(4,5-diiodo-imidazol-1-yl)-tetrahydro-furan-3-yl ester

: 848945-15-3
5-[1-((2R,3R,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-1H-imidazol-4-yl]-pyrimidine-2,4-diamine

Guidance literature:: Multi-step reaction with 5 steps

1: 52.8 g / ammonium hydroxide / ethanol / 18 h / 20 °C

2: 80 percent / NaH; tetrabutylammonium iodide / tetrahydrofuran / 18 h / 20 °C

3: 80 percent / EtMgBr / diethyl ether / 3 h / 20 °C

4: 70 percent / NaHCO₃ / Pd(PPh₃)4 / 1,2-dimethoxy-ethane; H₂O / 4 h / Heating

5: 52 percent / NH₃ / methanol / 96 h / 170 °C

With ammonium hydroxide; ethylmagnesium bromide; ammonia; tetra-(n-butyl)ammonium iodide; sodium hydride; sodium hydrogencarbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; diethyl ether; ethanol; water; 4: Suzuki coupling;
DOI:10.1021/jo048218h