1-((2R,3R,4S,5R)-4-(benzyloxy)-5-((benzyloxy)methyl)-5-ethynyl-3-hydroxytetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione

Base Information

Chemical Name:1-((2R,3R,4S,5R)-4-(benzyloxy)-5-((benzyloxy)methyl)-5-ethynyl-3-hydroxytetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione
CAS No.:1048374-27-1
Molecular Formula:C₂₅H₂₄N₂O₆
Molecular Weight:448.475
Hs Code.:

Synonyms:1-((2R,3R,4S,5R)-4-(benzyloxy)-5-((benzyloxy)methyl)-5-ethynyl-3-hydroxytetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 1-((2R,3R,4S,5R)-4-(benzyloxy)-5-((benzyloxy)methyl)-5-ethynyl-3-hydroxytetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione

Chemical Property:

Purity/Quality:: 97% ^*data from raw suppliers

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Technology Process of 1-((2R,3R,4S,5R)-4-(benzyloxy)-5-((benzyloxy)methyl)-5-ethynyl-3-hydroxytetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione

There total 11 articles about 1-((2R,3R,4S,5R)-4-(benzyloxy)-5-((benzyloxy)methyl)-5-ethynyl-3-hydroxytetrahydrofuran-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: 92.0%

: 233266-95-0
1-((2R,3R,4S,5R)-4-(benzyloxy)-5-((benzyloxy)methyl)-3-hydroxy-5-((triethylsilyl)ethynyl)tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione

: 1048374-27-1
1-((2R,3R,4S,5R)-4-(benzyloxy)-5-((benzyloxy)methyl)-5-ethynyl-3-hydroxytetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 0.5h;

Reference yield:

: 233266-84-7
1-(2-O-acetyl-3,5-di-O-benzyl-4-C-ethynyl-β-D-ribo-pentofuranosyl)uracil

: 1048374-27-1
1-((2R,3R,4S,5R)-4-(benzyloxy)-5-((benzyloxy)methyl)-5-ethynyl-3-hydroxytetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione

Guidance literature:: With sodium hydroxide; In methanol; water;
DOI:10.1271/bbb.63.1146

Reference yield:

: 233266-81-4
4-C-ethynyl-3,5-di-O-benzyl-1,2-di-O-acetyl-D-ribo-pentofuranose

: 1048374-27-1
1-((2R,3R,4S,5R)-4-(benzyloxy)-5-((benzyloxy)methyl)-5-ethynyl-3-hydroxytetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione

Guidance literature:: Multi-step reaction with 2 steps

1: 87.2 percent / N,O-bis(trimethylsilyl)acetamide; trimethylsilyl trifluoromethanesulfonate / 1,2-dichloro-ethane / 13 h / Heating

2: 1 N aq. NaOH / methanol / 1 h / 20 °C

With sodium hydroxide; N,O-bis-(trimethylsilyl)-acetamide; trimethylsilyl trifluoromethanesulfonate; In methanol; 1,2-dichloro-ethane;
DOI:10.1021/jm000209n