(2R,5R)-2-(3-((benzyloxy)methyl)-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-5-((R)-cyano(hydroxy)methyl)-4-methoxytetrahydrofuran-3-yl acetate

Base Information

Chemical Name:(2R,5R)-2-(3-((benzyloxy)methyl)-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-5-((R)-cyano(hydroxy)methyl)-4-methoxytetrahydrofuran-3-yl acetate
CAS No.:1158951-49-5
Molecular Formula:C₂₁H₂₃N₃O₈
Molecular Weight:445.429
Hs Code.:

Synonyms:(2R,5R)-2-(3-((benzyloxy)methyl)-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-5-((R)-cyano(hydroxy)methyl)-4-methoxytetrahydrofuran-3-yl acetate

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Chemical Property of (2R,5R)-2-(3-((benzyloxy)methyl)-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-5-((R)-cyano(hydroxy)methyl)-4-methoxytetrahydrofuran-3-yl acetate

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Technology Process of (2R,5R)-2-(3-((benzyloxy)methyl)-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-5-((R)-cyano(hydroxy)methyl)-4-methoxytetrahydrofuran-3-yl acetate

There total 4 articles about (2R,5R)-2-(3-((benzyloxy)methyl)-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-5-((R)-cyano(hydroxy)methyl)-4-methoxytetrahydrofuran-3-yl acetate 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: 60.0%

: C₂₄H₃₁N₃O₈Si

: 1158951-49-5
(2R,5R)-2-(3-((benzyloxy)methyl)-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-5-((R)-cyano(hydroxy)methyl)-4-methoxytetrahydrofuran-3-yl acetate

: 1158951-47-3
(2R,5R)-2-(3-((benzyloxy)methyl)-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-5-((S)-cyano(hydroxy)methyl)-4-methoxytetrahydrofuran-3-yl acetate

Guidance literature:: With acetic acid; In water; at 20 ℃; for 1h; optical yield given as %de;
DOI:10.1021/ol900458w

Reference yield: 43.0%

: C₂₃H₂₃Cl₂N₃O₉

: 1158951-49-5
(2R,5R)-2-(3-((benzyloxy)methyl)-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-5-((R)-cyano(hydroxy)methyl)-4-methoxytetrahydrofuran-3-yl acetate

: 1158951-47-3
(2R,5R)-2-(3-((benzyloxy)methyl)-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-5-((S)-cyano(hydroxy)methyl)-4-methoxytetrahydrofuran-3-yl acetate

Guidance literature:: With acetic acid; In water; at 20 ℃; for 12h; Inert atmosphere;
DOI:10.1021/acs.jmedchem.0c00545

Reference yield:

: 1158951-44-0
(2R,5R)-2-(3-((benzyloxy)methyl)-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-5-(hydroxymethyl)-4-methoxytetrahydrofuran-3-yl acetate

: 1158951-49-5
(2R,5R)-2-(3-((benzyloxy)methyl)-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-5-((R)-cyano(hydroxy)methyl)-4-methoxytetrahydrofuran-3-yl acetate

: 1158951-47-3
(2R,5R)-2-(3-((benzyloxy)methyl)-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-5-((S)-cyano(hydroxy)methyl)-4-methoxytetrahydrofuran-3-yl acetate

Guidance literature:: Multi-step reaction with 3 steps

1: diisopropyl-carbodiimide / dichloromethane; dimethyl sulfoxide / 2 h / 0 °C / Inert atmosphere

2: titanium(IV) isopropylate / dichloromethane; dimethyl sulfoxide; water / 8 h / 20 °C / Inert atmosphere

3: acetic acid / water / 12 h / 20 °C / Inert atmosphere

With titanium(IV) isopropylate; acetic acid; diisopropyl-carbodiimide; In dichloromethane; water; dimethyl sulfoxide;
DOI:10.1021/acs.jmedchem.0c00545