1-vinylthymine

Base Information

• Chemical Name: 1-vinylthymine
• CAS No.: 20245-84-5
• Molecular Formula: C7H8N2O2
• Molecular Weight: 152.15100
• Mol file: 20245-84-5.mol

Synonyms:1-vinyl-thymine;5-methyl-1-vinylpyrimidine-2,4(1H,3H)-dione;vinylthymine;vinyl thymine;5-Methyl-1-vinyl-1H-pyrimidine-2,4-dione;

Chemical Property of 1-vinylthymine

Chemical Property:

• PSA: 54.86000
• LogP: -0.05450

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-vinylthymine

There total 16 articles about 1-vinylthymine 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: 83.0%

1-(2-chloroethyl)thymine (22441-52-7) → 1-vinylthymine (20245-84-5)

Guidance literature:

With potassium tert-butylate; In dimethyl sulfoxide; for 1h; Ambient temperature;

DOI:10.1021/jo961779r

Reference yield: 82.0%

1-(2-bromoethyl)-5-methyl-1H-pyrimidine-2,4-dione (53438-98-5) → 1-vinylthymine (20245-84-5)

Guidance literature:

With sodium ethanolate; In ethanol; N,N-dimethyl-formamide; at 20 ℃; for 2h;

DOI:10.1016/S0040-4020(98)00670-X

Reference yield: 79.0%

vinyl acetate (108-05-4,9003-20-7) + 2,4-bis(trimethylsiloxy)-5-methylpyrimidine (7288-28-0) → 1-vinylthymine (20245-84-5)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; mercury(II) diacetate; hydroquinone; for 3.5h; Heating;

DOI:10.1055/s-2002-19795

upstream raw materials:

1-(2-chloroethyl)thymine

3-benzoyl-1-(2-chloroethyl)thymine

1-(2-bromoethyl)-5-methyl-1H-pyrimidine-2,4-dione

ethylene dibromide

Downstream raw materials:

1-{(2R,3aR,4R,5R,6R)-4,5-bis(benzyloxy)-6[(benzyloxy)methyl]hexahydropyrrolo[1,2-b]isoxazol-2-yl}thymine

1-{(2S,3aS,4R,5R,6R)-4,5-bis(benzyloxy)-6[(benzyloxy)methyl]hexahydropyrrolo[1,2-b]isoxazol-2-yl}thymine

Refernces

• 1、 Ciapetti, Paola,Taddei, Maurizio. "A simple preparation of N-vinyl derivatives of DNA nucleobases". . p. 11305 - 11310. Retrieved 1998.
• 2、 -. "SYNTHESIS OF N-VINYL COMPOUNDS BY REACTING CYLIC NH-COMPOUNDS WITH ACETYLENE IN PRESENCE OF HOMOGENOUS CATALYST". Page/Page column 17-18; 23. . Retrieved 2021/06/26.
• 3、 Teichert, Jennifer S.,Kruse, Florian M.,Trapp, Oliver. "Direct Prebiotic Pathway to DNA Nucleosides". supporting information. p. 9944 - 9947. Retrieved 2019/07/03.