2,4(1H,3H)-Pyrimidinedione, 1-(tetrahydro-4-(hydroxymethyl)-2-furanyl)-, (2R, 4R)-

Base Information

• Chemical Name: 2,4(1H,3H)-Pyrimidinedione, 1-(tetrahydro-4-(hydroxymethyl)-2-furanyl)-, (2R, 4R)-
• CAS No.: 146609-11-2
• Molecular Formula: C₉H₁₂N₂O₄
• Molecular Weight: 212.205
• DSSTox Substance ID: DTXSID70163419
• Wikidata: Q83032312
• Mol file: 146609-11-2.mol

Synonyms:146609-11-2;alpha-2'-Oxa-carbocyclic-2',3'-dideoxyuridine;2,4(1H,3H)-Pyrimidinedione, 1-(tetrahydro-4-(hydroxymethyl)-2-furanyl)-, (2R, 4R)-;2,4(1H,3H)-Pyrimidinedione, 1-[tetrahydro-4-(hydroxymethyl)-2-furanyl]-, (2R, 4R)-;DTXSID70163419;.alpha.-2'-Oxa-carbocyclic-2',3'-dideoxyuridine;1-[(2R,4R)-4-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidine-2,4-dione

Chemical Property of 2,4(1H,3H)-Pyrimidinedione, 1-(tetrahydro-4-(hydroxymethyl)-2-furanyl)-, (2R, 4R)-

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Density: 1.397g/cm³
• XLogP3: -1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 212.07970687
• Heavy Atom Count: 15
• Complexity: 315

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(COC1N2C=CC(=O)NC2=O)CO
• Isomeric SMILES: C1[C@@H](CO[C@H]1N2C=CC(=O)NC2=O)CO

Technology Process of 2,4(1H,3H)-Pyrimidinedione, 1-(tetrahydro-4-(hydroxymethyl)-2-furanyl)-, (2R, 4R)-

There total 12 articles about 2,4(1H,3H)-Pyrimidinedione, 1-(tetrahydro-4-(hydroxymethyl)-2-furanyl)-, (2R, 4R)- 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: 95.0%

5(R)-<2,4(1H,3H)-pyrimidinedione>tetrahydro-3(S)-<(((1,1-dimethylethyl)dimethylsilyl)oxy)methyl>furan (155165-13-2) → 5(R)-<2,4(1H,3H)-pyrimidinedione>tetrahydro-3(R)-furanmethanol (146609-11-2)

Guidance literature:

With tetraethylammonium fluoride; In acetonitrile;

DOI:10.1016/S0040-4020(01)80740-7

Reference yield: 94.0%

Benzoic acid (3R,5R)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-ylmethyl ester (133838-13-8,133838-14-9) → 1-((2R,4S)-4-Hydroxymethyl-tetrahydro-furan-2-yl)-1H-pyrimidine-2,4-dione (133725-46-9,133725-49-2,146609-04-3,146609-05-4,146609-10-1,146609-11-2)

Guidance literature:

With hydroxide; In methanol; at 20 ℃; for 10h;

DOI:10.1021/ol026881r

Reference yield: 89.0%

Benzoic acid (3S,5R)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-ylmethyl ester (133838-13-8,133838-14-9) → 1-((2R,4R)-4-Hydroxymethyl-tetrahydro-furan-2-yl)-1H-pyrimidine-2,4-dione (133725-46-9,133725-49-2,146609-04-3,146609-05-4,146609-10-1,146609-11-2)

Guidance literature:

With ammonia; In methanol; at 20 ℃; for 16h;

DOI:10.1016/0040-4039(91)80873-5

upstream raw materials:

Benzoic acid (3S,5R)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-ylmethyl ester

Benzoic acid 5-methoxy-tetrahydro-furan-3-ylmethyl ester

2-(hydroxymethyl)-4,4-dimethoxybutan-1-ol

(rel)-(1S/1R,3S)-(tetrahydro-1-methoxyfuran-3-yl)methanol

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