N-[9-((2R,3R,4R,5R)-4-Hydroxy-5-hydroxymethyl-3-propoxy-tetrahydro-furan-2-yl)-9H-purin-2-yl]-2-phenoxy-acetamide

Base Information

Chemical Name:N-[9-((2R,3R,4R,5R)-4-Hydroxy-5-hydroxymethyl-3-propoxy-tetrahydro-furan-2-yl)-9H-purin-2-yl]-2-phenoxy-acetamide
CAS No.:166593-55-1
Molecular Formula:C₂₁H₂₅N₅O₆
Molecular Weight:443.459
Hs Code.:

Synonyms:N-[9-((2R,3R,4R,5R)-4-Hydroxy-5-hydroxymethyl-3-propoxy-tetrahydro-furan-2-yl)-9H-purin-2-yl]-2-phenoxy-acetamide

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Chemical Property of N-[9-((2R,3R,4R,5R)-4-Hydroxy-5-hydroxymethyl-3-propoxy-tetrahydro-furan-2-yl)-9H-purin-2-yl]-2-phenoxy-acetamide

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Technology Process of N-[9-((2R,3R,4R,5R)-4-Hydroxy-5-hydroxymethyl-3-propoxy-tetrahydro-furan-2-yl)-9H-purin-2-yl]-2-phenoxy-acetamide

There total 7 articles about N-[9-((2R,3R,4R,5R)-4-Hydroxy-5-hydroxymethyl-3-propoxy-tetrahydro-furan-2-yl)-9H-purin-2-yl]-2-phenoxy-acetamide 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: 95.0%

: 166593-47-1
2-Phenoxy-N-[9-((2R,3R,3aR,9aR)-5,5,7,7-tetraisopropyl-3-propoxy-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-9H-purin-2-yl]-acetamide

: 166593-55-1
N-[9-((2R,3R,4R,5R)-4-Hydroxy-5-hydroxymethyl-3-propoxy-tetrahydro-furan-2-yl)-9H-purin-2-yl]-2-phenoxy-acetamide

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; Ambient temperature;
DOI:10.1016/S0040-4039(00)75987-9

Reference yield:

: 54946-48-4
benzyl-β-D-ribofuranoside

: 166593-55-1
N-[9-((2R,3R,4R,5R)-4-Hydroxy-5-hydroxymethyl-3-propoxy-tetrahydro-furan-2-yl)-9H-purin-2-yl]-2-phenoxy-acetamide

Guidance literature:: Multi-step reaction with 6 steps

1: 90 percent / pyridine / Ambient temperature

2: 1.) DMAP; 2.) PPh₃, Pd(OAc)2 / 1.) acetonitrile, RT; 2.) toluene, reflux

3: 92 percent / H₂ / 10 percent Pd/C / ethyl acetate / Ambient temperature

4: 75 percent / DBU / 1,2-dichloro-ethane / Ambient temperature

5: 77 percent / trimethylsilyl trifluoromethanesulfonate / 1,2-dichloro-ethane / Ambient temperature

6: 95 percent / Bu₄NF / tetrahydrofuran / Ambient temperature

With pyridine; dmap; palladium diacetate; trimethylsilyl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; ethyl acetate; 1,2-dichloro-ethane;
DOI:10.1016/S0040-4039(00)75987-9

Reference yield:

: 50-69-1
D-ribose

: 166593-55-1
N-[9-((2R,3R,4R,5R)-4-Hydroxy-5-hydroxymethyl-3-propoxy-tetrahydro-furan-2-yl)-9H-purin-2-yl]-2-phenoxy-acetamide

Guidance literature:: Multi-step reaction with 7 steps

1: 85 percent / HCl / 20 °C

2: 90 percent / pyridine / Ambient temperature

3: 1.) DMAP; 2.) PPh₃, Pd(OAc)2 / 1.) acetonitrile, RT; 2.) toluene, reflux

4: 92 percent / H₂ / 10 percent Pd/C / ethyl acetate / Ambient temperature

5: 75 percent / DBU / 1,2-dichloro-ethane / Ambient temperature

6: 77 percent / trimethylsilyl trifluoromethanesulfonate / 1,2-dichloro-ethane / Ambient temperature

7: 95 percent / Bu₄NF / tetrahydrofuran / Ambient temperature

With pyridine; hydrogenchloride; dmap; palladium diacetate; trimethylsilyl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; ethyl acetate; 1,2-dichloro-ethane;
DOI:10.1016/S0040-4039(00)75987-9