1-[(2R,3R,4R,5R)-4-(benzyloxy)-5-(benzyloxy-methyl)-3-hydroxy-3-(2-hydroxyethyl)tetrahydrofuran-2-yl]pyrimidine-2,4(1H,3H)-dione

Base Information

Chemical Name:1-[(2R,3R,4R,5R)-4-(benzyloxy)-5-(benzyloxy-methyl)-3-hydroxy-3-(2-hydroxyethyl)tetrahydrofuran-2-yl]pyrimidine-2,4(1H,3H)-dione
CAS No.:1255860-31-1
Molecular Formula:C₂₅H₂₈N₂O₇
Molecular Weight:468.507
Hs Code.:

Synonyms:1-[(2R,3R,4R,5R)-4-(benzyloxy)-5-(benzyloxy-methyl)-3-hydroxy-3-(2-hydroxyethyl)tetrahydrofuran-2-yl]pyrimidine-2,4(1H,3H)-dione

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Chemical Property of 1-[(2R,3R,4R,5R)-4-(benzyloxy)-5-(benzyloxy-methyl)-3-hydroxy-3-(2-hydroxyethyl)tetrahydrofuran-2-yl]pyrimidine-2,4(1H,3H)-dione

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Technology Process of 1-[(2R,3R,4R,5R)-4-(benzyloxy)-5-(benzyloxy-methyl)-3-hydroxy-3-(2-hydroxyethyl)tetrahydrofuran-2-yl]pyrimidine-2,4(1H,3H)-dione

There total 10 articles about 1-[(2R,3R,4R,5R)-4-(benzyloxy)-5-(benzyloxy-methyl)-3-hydroxy-3-(2-hydroxyethyl)tetrahydrofuran-2-yl]pyrimidine-2,4(1H,3H)-dione 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: 57.0%

: 1255860-30-0
1-((2R,3R,4R,5R)-3-allyl-4-(benzyloxy)-5-(benzyloxymethyl)-3-hydroxytetra-hydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione

: 1255860-31-1
1-[(2R,3R,4R,5R)-4-(benzyloxy)-5-(benzyloxy-methyl)-3-hydroxy-3-(2-hydroxyethyl)tetrahydrofuran-2-yl]pyrimidine-2,4(1H,3H)-dione

Guidance literature:: 1-((2R,3R,4R,5R)-3-allyl-4-(benzyloxy)-5-(benzyloxymethyl)-3-hydroxytetra-hydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione; With sodium periodate; osmium(VIII) oxide; In tetrahydrofuran; water; tert-butyl alcohol; at 20 ℃; for 2h;

With sodium tetrahydroborate; In tetrahydrofuran; water; at 20 ℃;

Reference yield:

: C₂₅H₂₆N₂O₇

: 1255860-31-1
1-[(2R,3R,4R,5R)-4-(benzyloxy)-5-(benzyloxy-methyl)-3-hydroxy-3-(2-hydroxyethyl)tetrahydrofuran-2-yl]pyrimidine-2,4(1H,3H)-dione

Guidance literature:: With sodium tetrahydroborate; In tetrahydrofuran; water; at 20 ℃;
DOI:10.1021/jm4015422

Reference yield:

: 885592-69-8
(2S,4R,5R)-4-(benzyloxy)-5-((benzyloxy)methyl)-2-methoxydihydrofuran-3(2H)-one

: 1255860-31-1
1-[(2R,3R,4R,5R)-4-(benzyloxy)-5-(benzyloxy-methyl)-3-hydroxy-3-(2-hydroxyethyl)tetrahydrofuran-2-yl]pyrimidine-2,4(1H,3H)-dione

Guidance literature:: Multi-step reaction with 4 steps

1.1: diethyl ether; tetrahydrofuran / 6 h / -78 - 20 °C / Inert atmosphere

2.1: triethylamine / dmap / dichloromethane / 120 h

3.1: N,O-bis-(trimethylsilyl)-acetamide / acetonitrile / 1 h / Reflux

3.2: 2.5 h / 20 °C / Reflux

4.1: osmium(VIII) oxide; sodium periodate / water; tert-butyl alcohol; tetrahydrofuran / 2 h / 20 °C

4.2: 20 °C

With sodium periodate; osmium(VIII) oxide; N,O-bis-(trimethylsilyl)-acetamide; triethylamine; dmap; In tetrahydrofuran; diethyl ether; dichloromethane; water; acetonitrile; tert-butyl alcohol;