[4,4'-Bipyrimidine]-2,2',6(1H,1'H,3H)-trione, 4,5-dihydro-5-hydroxy-5,5'-dimethyl-

Base Information

• Chemical Name: [4,4'-Bipyrimidine]-2,2',6(1H,1'H,3H)-trione, 4,5-dihydro-5-hydroxy-5,5'-dimethyl-
• CAS No.: 20545-93-1
• Molecular Formula: C₁₀H₁₂N₄O₄
• Molecular Weight: 252.23
• DSSTox Substance ID: DTXSID30942722
• Nikkaji Number: J122.058F
• Mol file: 20545-93-1.mol

Synonyms:5-hydroxy-6-(4-(5'-methylpyrimidine-2'-one)dihydrothymine);HMPDT

Chemical Property of [4,4'-Bipyrimidine]-2,2',6(1H,1'H,3H)-trione, 4,5-dihydro-5-hydroxy-5,5'-dimethyl-

Chemical Property:

• Melting Point: 265 - 270 °C
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 131.42000
• Density: 1.7g/cm³
• LogP: -0.96200
• XLogP3: -2.2
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 252.08585488
• Heavy Atom Count: 18
• Complexity: 510

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(NC(=O)N=C1)C2C(C(=O)NC(=O)N2)(C)O

Technology Process of [4,4'-Bipyrimidine]-2,2',6(1H,1'H,3H)-trione, 4,5-dihydro-5-hydroxy-5,5'-dimethyl-

There total 7 articles about [4,4'-Bipyrimidine]-2,2',6(1H,1'H,3H)-trione, 4,5-dihydro-5-hydroxy-5,5'-dimethyl- 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: 90.0%

C20H26N4O12P(1-) → (5-hydroxy-5,6-dihydrothyminyl)-(6-4')(5'-methyl-1',2'-dihydropyrimidin-2'-one) (20545-93-1,26251-79-6)

Guidance literature:

With pyridine; hydrogen fluoride; at 37 ℃; for 3h;

DOI:10.1021/tx00044a010

Reference yield: 47.0%

C20H26N4O12P(1-) → (5-hydroxy-5,6-dihydrothyminyl)-(6-4')(5'-methyl-1',2'-dihydropyrimidin-2'-one) (20545-93-1,26251-79-6) + [1-(2-deoxy-α-D-erythro-pentofuranosyl)-5-hydroxy-5,6-dihydrothyminyl]-(6-4')-(5'-methyl-1',2'-dihydropyrimidin-2'-one) + [1-(2-deoxy-α-D-erythro-pentopyranosyl)-5-hydroxy-5,6-dihydrothyminyl]-(6-4')-(5'-methyl-1',2'-dihydropyrimidin-2'-one)

Guidance literature:

With pyridine; hydrogen fluoride; at 0 ℃; for 0.5h;

DOI:10.1021/tx00044a010

Reference yield:

thymidilyl(3'-5')thymidine (87367-14-4) → (5-hydroxy-5,6-dihydrothyminyl)-(6-4')(5'-methyl-1',2'-dihydropyrimidin-2'-one) (20545-93-1,26251-79-6)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂O / 4 h / UV-irradiation

2: 90 percent / HF; pyridine / 3 h / 37 °C

With pyridine; hydrogen fluoride; In water; 1: Addition / 2: Hydrolysis;

DOI:10.1021/tx00044a010

upstream raw materials:

C₂₀H₂₈N₄O₁₀

thymidine

thymidilyl(3'-5')thymidine

Downstream raw materials:

thyminyl-(6-4')-(5'-methyl-1',2'-dihydropyrimidin-2'-one)