6-[1-((2R,4S,5R)-4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl]-hex-5-ynoic acid 4,5-dimethoxy-2-nitro-benzyl ester

Base Information

Chemical Name:6-[1-((2R,4S,5R)-4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl]-hex-5-ynoic acid 4,5-dimethoxy-2-nitro-benzyl ester
CAS No.:220643-48-1
Molecular Formula:C₂₄H₂₇N₃O₁₁
Molecular Weight:533.492
Hs Code.:

6-[1-((2R,4S,5R)-4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl]-hex-5-ynoic acid 4,5-dimethoxy-2-nitro-benzyl ester

Synonyms:6-[1-((2R,4S,5R)-4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl]-hex-5-ynoic acid 4,5-dimethoxy-2-nitro-benzyl ester

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Chemical Property of 6-[1-((2R,4S,5R)-4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl]-hex-5-ynoic acid 4,5-dimethoxy-2-nitro-benzyl ester

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Technology Process of 6-[1-((2R,4S,5R)-4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl]-hex-5-ynoic acid 4,5-dimethoxy-2-nitro-benzyl ester

There total 5 articles about 6-[1-((2R,4S,5R)-4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl]-hex-5-ynoic acid 4,5-dimethoxy-2-nitro-benzyl ester 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: 74.0%

: 220643-47-0
6-{1-[4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl}-hex-5-ynoic acid 4,5-dimethoxy-2-nitro-benzyl ester

: 220643-48-1
6-[1-((2R,4S,5R)-4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl]-hex-5-ynoic acid 4,5-dimethoxy-2-nitro-benzyl ester

Guidance literature:: With triethylamine trihydrofluoride; In tetrahydrofuran; for 24h; Ambient temperature;
DOI:10.1021/ja983273r

Reference yield:

: 928-90-5
5-hexyl-1-ol

: 220643-48-1
6-[1-((2R,4S,5R)-4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl]-hex-5-ynoic acid 4,5-dimethoxy-2-nitro-benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 70 percent / (PhP₃)4Pd, CuI, Et₃N / dimethylformamide / 18 h / 25 °C

2: pyridinium dichromate / dimethylformamide / 3 h / Ambient temperature

3: DMAP, DCC / CH₂Cl₂ / 24 h

4: 74 percent / triethylamine trihydrofluoride / tetrahydrofuran / 24 h / Ambient temperature

With dmap; copper(l) iodide; dipyridinium dichromate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine trihydrofluoride; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja983273r

Reference yield:

: 148134-86-5
2'-deoxy-3',5'-bis(O-tert-butyldimethylsilyl)-5-iodouridine

: 220643-48-1
6-[1-((2R,4S,5R)-4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl]-hex-5-ynoic acid 4,5-dimethoxy-2-nitro-benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 70 percent / (PhP₃)4Pd, CuI, Et₃N / dimethylformamide / 18 h / 25 °C

2: pyridinium dichromate / dimethylformamide / 3 h / Ambient temperature

3: DMAP, DCC / CH₂Cl₂ / 24 h

4: 74 percent / triethylamine trihydrofluoride / tetrahydrofuran / 24 h / Ambient temperature

With dmap; copper(l) iodide; dipyridinium dichromate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine trihydrofluoride; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja983273r