N-[(2R,3S,5R)-5-(2-Amino-6-oxo-1,6-dihydro-purin-9-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl]-2-[(2S,3R,5R)-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-acetamide

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Chemical Name:N-[(2R,3S,5R)-5-(2-Amino-6-oxo-1,6-dihydro-purin-9-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl]-2-[(2S,3R,5R)-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-acetamide
CAS No.:222048-05-7
Molecular Formula:C₃₈H₄₆N₈O₈Si
Molecular Weight:770.918
Hs Code.:

N-[(2R,3S,5R)-5-(2-Amino-6-oxo-1,6-dihydro-purin-9-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl]-2-[(2S,3R,5R)-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-acetamide

Synonyms:N-[(2R,3S,5R)-5-(2-Amino-6-oxo-1,6-dihydro-purin-9-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl]-2-[(2S,3R,5R)-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-acetamide

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Chemical Property of N-[(2R,3S,5R)-5-(2-Amino-6-oxo-1,6-dihydro-purin-9-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl]-2-[(2S,3R,5R)-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-acetamide

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Technology Process of N-[(2R,3S,5R)-5-(2-Amino-6-oxo-1,6-dihydro-purin-9-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl]-2-[(2S,3R,5R)-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-acetamide

There total 13 articles about N-[(2R,3S,5R)-5-(2-Amino-6-oxo-1,6-dihydro-purin-9-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl]-2-[(2S,3R,5R)-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-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: 96.0%

: benzoic acid 2-({2-[2-(tert-butyl-diphenyl-silanyloxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-acetylamino}-methyl)-5-(2-isobutylamino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-yl ester

: 222048-05-7
N-[(2R,3S,5R)-5-(2-Amino-6-oxo-1,6-dihydro-purin-9-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl]-2-[(2S,3R,5R)-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-acetamide

Guidance literature:: With ammonium hydroxide; In ethanol; at 55 ℃; for 3h;
DOI:10.1016/S0960-894X(99)00052-9

Reference yield:

: 142554-22-1
N²-isobutyryl-2'-deoxyguanosine

: 222048-05-7
N-[(2R,3S,5R)-5-(2-Amino-6-oxo-1,6-dihydro-purin-9-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl]-2-[(2S,3R,5R)-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-acetamide

Guidance literature:: Multi-step reaction with 6 steps

1: 84 percent / pyridine / 2 h / Ambient temperature

2: 90 percent / pyridine / 3 h / Ambient temperature

3: 89 percent / NaN₃ / dimethylformamide / 6 h / 80 °C

4: 94 percent / SnCl₂ / CH₂Cl₂; methanol / Ambient temperature

5: 1.) N-methylmorpholine, O-benzotriazol-1-yl-N,N,N',N'-tetramethyluronium tetrafluoroborate, 1-hydroxybenzotriazole, 2.) N-methylmorpholine / 1.) DMF, RT, 2 h, 2.) DMF

6: 96 percent / 29 percent NH₄OH / ethanol / 3 h / 55 °C

With 4-methyl-morpholine; pyridine; ammonium hydroxide; sodium azide; benzotriazol-1-ol; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; tin(ll) chloride; In methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0960-894X(99)00052-9

Reference yield:

: 146557-59-7
5'-O-(tert-butyldiphenylsilyl)-3'-C-methyleneformyl-3'-deoxythymidine

: 222048-05-7
N-[(2R,3S,5R)-5-(2-Amino-6-oxo-1,6-dihydro-purin-9-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl]-2-[(2S,3R,5R)-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-acetamide

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) pyridinium dichromate, 2.) NaOH / 1.) MeOH, DMF, RT, overnight, 2.) MeOH, RT, overnight

2: 1.) N-methylmorpholine, O-benzotriazol-1-yl-N,N,N',N'-tetramethyluronium tetrafluoroborate, 1-hydroxybenzotriazole, 2.) N-methylmorpholine / 1.) DMF, RT, 2 h, 2.) DMF

3: 96 percent / 29 percent NH₄OH / ethanol / 3 h / 55 °C

With 4-methyl-morpholine; ammonium hydroxide; sodium hydroxide; dipyridinium dichromate; benzotriazol-1-ol; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; In ethanol;
DOI:10.1016/S0960-894X(99)00052-9