1-[(2S,5R)-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidine-2,4(1H,3H)-dione

Base Information

• Chemical Name: 1-[(2S,5R)-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidine-2,4(1H,3H)-dione
• CAS No.: 153547-98-9
• Molecular Formula: C₉H₁₂N₂O₄
• Molecular Weight: 212.205
• Mol file: 153547-98-9.mol

Synonyms:2,4(1H,3H)-Pyrimidinedione,1-[tetrahydro-5-(hydroxymethyl)-2-furanyl]-, (2S-cis)-; b-L-2',3'-Dideoxyuridine

Chemical Property of 1-[(2S,5R)-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidine-2,4(1H,3H)-dione

Chemical Property:

• Boiling Point: °Cat760mmHg
• PKA: 9.39±0.10(Predicted)
• Flash Point: °C
• PSA: 84.58000
• Density: 1.397g/cm³
• LogP: -0.38120

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-[(2S,5R)-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidine-2,4(1H,3H)-dione

There total 60 articles about 1-[(2S,5R)-5-(hydroxymethyl)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: 100.0%

1'-[5'-O-(tert-butyldimethylsilyl)-2',3'-dideoxy-β-D-glycero-pentofuranosyl]uracil → 2',3'-Dideoxyuridine (5983-09-5,153547-98-9)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran;

DOI:10.1016/j.chembiol.2019.04.010

Reference yield: 97.0%

2',3'-dideoxy-2',3'-didehydrouridine (5974-93-6) → 2',3'-Dideoxyuridine (5983-09-5,153547-98-9)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 1h;

DOI:10.1021/jo00256a056

Reference yield: 94.0%

2`,3`-dideoxycytidine (7481-89-2) → 2',3'-Dideoxyuridine (5983-09-5,153547-98-9)

Guidance literature:

With Tris-HCl buffer; at 50 ℃; for 3.5h; pH=7.25;

DOI:10.1007/s10600-006-0080-z

upstream raw materials:

1-(2,3-dideoxy-β-D-glycero-pentofuranosyl)-4-methoxypyrimidin-2(1H)-one

1-<5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-β-D-glycero-pentofuranosyl>uracil

2',3'-dideoxy-2',3'-didehydrouridine

1-(5-O-benzoyl-2,3-dideoxy-β-D-glycero-pentofuranosyl)uracil

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