1,3,4a,5,7,8a-Hexamethyltetrahydrocyclobuta[1,2-d:3,4-d']dipyrimidine-2,4,6,8(1h,3h,4ah,7h)-tetrone

Base Information

• Chemical Name: 1,3,4a,5,7,8a-Hexamethyltetrahydrocyclobuta[1,2-d:3,4-d']dipyrimidine-2,4,6,8(1h,3h,4ah,7h)-tetrone
• CAS No.: 19591-95-8
• Molecular Formula: C₁₄H₂₀N₄O₄
• Molecular Weight: 308.337
• NSC Number: 134265
• DSSTox Substance ID: DTXSID80941361
• Nikkaji Number: J2.106.791A
• Wikidata: Q82918170
• Mol file: 19591-95-8.mol

Synonyms:19591-95-8;1,3,4a,5,7,8a-hexamethyltetrahydrocyclobuta[1,2-d:3,4-d']dipyrimidine-2,4,6,8(1h,3h,4ah,7h)-tetrone;NSC134265;DTXSID80941361;NSC-134265

Chemical Property of 1,3,4a,5,7,8a-Hexamethyltetrahydrocyclobuta[1,2-d:3,4-d']dipyrimidine-2,4,6,8(1h,3h,4ah,7h)-tetrone

Chemical Property:

• XLogP3: -1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 308.14845513
• Heavy Atom Count: 22
• Complexity: 576

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12C(C3(C1N(C(=O)N(C3=O)C)C)C)N(C(=O)N(C2=O)C)C

Technology Process of 1,3,4a,5,7,8a-Hexamethyltetrahydrocyclobuta[1,2-d:3,4-d']dipyrimidine-2,4,6,8(1h,3h,4ah,7h)-tetrone

There total 4 articles about 1,3,4a,5,7,8a-Hexamethyltetrahydrocyclobuta[1,2-d:3,4-d']dipyrimidine-2,4,6,8(1h,3h,4ah,7h)-tetrone 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: 1.0%

1,3-dimethylthymine (4401-71-2) → 1,3,4a,4b,6,8-hexamethyl-hexahydro-cyclobuta[1,2-d;4,3-d']dipyrimidine-2,4,5,7-tetraone (7025-74-3) + (4aR,4bS,8aR,8bS)-1,3,4a,5,7,8a-Hexamethyl-tetrahydro-1,3,5,7-tetraaza-biphenylene-2,4,6,8-tetraone (16497-92-0,19591-94-7,19591-95-8,21301-01-9)

Guidance literature:

With riboflavin; In water; for 10h; Product distribution; Irradiation; inhibition of photodimerization; different flavin dyes;

DOI:10.1248/cpb.34.2265

Reference yield:

1,3-dimethylthymine (4401-71-2) → (cis, anti)-1,3-dimethyluracyl dimer (16497-92-0,19591-94-7,19591-95-8,21301-01-9) + 1,3,4a,4b,6,8-hexamethyl-hexahydro-cyclobuta[1,2-d;4,3-d']dipyrimidine-2,4,5,7-tetraone (7025-74-3)

Guidance literature:

In water; at -70 ℃; Yield given; Irradiation;

DOI:10.1016/S0040-4039(00)94053-X

Reference yield:

1,3-dimethylthymine (4401-71-2) → (cis, anti)-1,3-dimethyluracyl dimer (16497-92-0,19591-94-7,19591-95-8,21301-01-9) + (trans, anti)-1,3-dimethyluracyl dimer (19591-95-8) + 1,3,4a,4b,6,8-hexamethyl-hexahydro-cyclobuta[1,2-d;4,3-d']dipyrimidine-2,4,5,7-tetraone (7025-74-3) + (trans, syn)-1,3-dimethyluracyl dimer (7025-74-3,16460-74-5,19670-00-9,20325-66-0,131683-26-6)

Guidance literature:

for 4h; Product distribution; Irradiation; effect of different solvent media and reaction temp. discussed;

DOI:10.1016/S0040-4039(00)94053-X

upstream raw materials:

1,3-dimethylthymine