4-({3-[1-((2R,3R,4R,5R)-4-Hydroxy-5-hydroxymethyl-3-methoxy-tetrahydro-furan-2-yl)-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl]-prop-2-ynylcarbamoyl}-methyl)-imidazole-1-carboxylic acid diphenylamide

Base Information

Chemical Name:4-({3-[1-((2R,3R,4R,5R)-4-Hydroxy-5-hydroxymethyl-3-methoxy-tetrahydro-furan-2-yl)-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl]-prop-2-ynylcarbamoyl}-methyl)-imidazole-1-carboxylic acid diphenylamide
CAS No.:289676-28-4
Molecular Formula:C₃₁H₃₀N₆O₈
Molecular Weight:614.615
Hs Code.:

4-({3-[1-((2R,3R,4R,5R)-4-Hydroxy-5-hydroxymethyl-3-methoxy-tetrahydro-furan-2-yl)-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl]-prop-2-ynylcarbamoyl}-methyl)-imidazole-1-carboxylic acid diphenylamide

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Chemical Property of 4-({3-[1-((2R,3R,4R,5R)-4-Hydroxy-5-hydroxymethyl-3-methoxy-tetrahydro-furan-2-yl)-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl]-prop-2-ynylcarbamoyl}-methyl)-imidazole-1-carboxylic acid diphenylamide

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Technology Process of 4-({3-[1-((2R,3R,4R,5R)-4-Hydroxy-5-hydroxymethyl-3-methoxy-tetrahydro-furan-2-yl)-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl]-prop-2-ynylcarbamoyl}-methyl)-imidazole-1-carboxylic acid diphenylamide

There total 5 articles about 4-({3-[1-((2R,3R,4R,5R)-4-Hydroxy-5-hydroxymethyl-3-methoxy-tetrahydro-furan-2-yl)-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl]-prop-2-ynylcarbamoyl}-methyl)-imidazole-1-carboxylic acid diphenylamide 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:

: 2140-76-3
2'-O-methyluridine

: 289676-28-4
4-({3-[1-((2R,3R,4R,5R)-4-Hydroxy-5-hydroxymethyl-3-methoxy-tetrahydro-furan-2-yl)-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl]-prop-2-ynylcarbamoyl}-methyl)-imidazole-1-carboxylic acid diphenylamide

Guidance literature:: Multi-step reaction with 5 steps

1: 100 percent / pyridine

2: 100 percent / I₂; ceric ammonium nitrate

3: 89 percent / CuI; (Ph₃P)4P; Et₃N / dimethylformamide / 16 h

4: aq. NH₃ / 16 h / 4 °C

5: EDC*HCl / dimethylformamide / 16 h

With pyridine; ammonium hydroxide; copper(l) iodide; ammonium cerium(IV) nitrate; (Ph₃P)4P; iodine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In N,N-dimethyl-formamide; 1: Acetylation / 2: Iodination / 3: Substitution / 4: ammonolysis / 5: Condensation;
DOI:10.1016/S0960-894X(00)00226-2

Reference yield:

: 61671-79-2
3',5'-di-O-acetyl-2'-O-methyluridine

: 289676-28-4
4-({3-[1-((2R,3R,4R,5R)-4-Hydroxy-5-hydroxymethyl-3-methoxy-tetrahydro-furan-2-yl)-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl]-prop-2-ynylcarbamoyl}-methyl)-imidazole-1-carboxylic acid diphenylamide

Guidance literature:: Multi-step reaction with 4 steps

1: 100 percent / I₂; ceric ammonium nitrate

2: 89 percent / CuI; (Ph₃P)4P; Et₃N / dimethylformamide / 16 h

3: aq. NH₃ / 16 h / 4 °C

4: EDC*HCl / dimethylformamide / 16 h

With ammonium hydroxide; copper(l) iodide; ammonium cerium(IV) nitrate; (Ph₃P)4P; iodine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In N,N-dimethyl-formamide; 1: Iodination / 2: Substitution / 3: ammonolysis / 4: Condensation;
DOI:10.1016/S0960-894X(00)00226-2

Reference yield:

: 289676-13-7
Acetic acid (2R,3R,4R,5R)-2-acetoxymethyl-5-(5-iodo-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-methoxy-tetrahydro-furan-3-yl ester

: 289676-28-4
4-({3-[1-((2R,3R,4R,5R)-4-Hydroxy-5-hydroxymethyl-3-methoxy-tetrahydro-furan-2-yl)-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl]-prop-2-ynylcarbamoyl}-methyl)-imidazole-1-carboxylic acid diphenylamide

Guidance literature:: Multi-step reaction with 3 steps

1: 89 percent / CuI; (Ph₃P)4P; Et₃N / dimethylformamide / 16 h

2: aq. NH₃ / 16 h / 4 °C

3: EDC*HCl / dimethylformamide / 16 h

With ammonium hydroxide; copper(l) iodide; (Ph₃P)4P; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In N,N-dimethyl-formamide; 1: Substitution / 2: ammonolysis / 3: Condensation;
DOI:10.1016/S0960-894X(00)00226-2