Thymine-1-acetic acid

Base Information

• Chemical Name: Thymine-1-acetic acid
• CAS No.: 20924-05-4
• Molecular Formula: C7H8N2O4
• Molecular Weight: 184.152
• Hs Code.: 29335990
• European Community (EC) Number: 629-059-6
• DSSTox Substance ID: DTXSID80357488
• Nikkaji Number: J607.795A
• Wikidata: Q72515634
• Mol file: 20924-05-4.mol

Synonyms:20924-05-4;Thymine-1-acetic acid;2-(5-Methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)acetic acid;(5-Methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)acetic acid;2-(5-methyl-2,4-dioxopyrimidin-1-yl)acetic acid;2-(5-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)acetic acid;MFCD00274250;1(2H)-Pyrimidineacetic acid, 3,4-dihydro-5-methyl-2,4-dioxo-;2-[5-METHYL-2,4-DIOXO-3,4-DIHYDRO-1(2H)-PYRIMIDINYL]ACETIC ACID;thyminylacetic acid;carboxymethylthymine;1-carboxymethylthymine;N1-Carboxymethylthymine;N1-thyminyl acetic acid;N-1-Carboxymethylthymine;N1 -Carboxymethylthymine;thymin-1-yl-acetic acid;1-(carboxymethyl)thymine;N-1-carboxymethyl thymine;(thymin-1-yl)-acetic acid;SCHEMBL456749;2-(5-methyl-2,4-dioxo-pyrimidin-1-yl)acetic Acid;Thymine-1-acetic acid, 98%;DTXSID80357488;THYMINE-1-YL-ACETIC ACID;TZDMCKHDYUDRMB-UHFFFAOYSA-N;STK330598;AKOS005070080;CS-W017013;SB57757;SY019275;FT-0660753;EN300-1588193;1Y-0808;A815021;J-506139;Z1255442659;(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)acetic acid;2-(4-hydroxy-5-methyl-2-oxo-1,2-dihydro-1-pyrimidinyl)acetic acid;2-(5-Methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)aceticacid;5-methyl-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-3-acetic acid

Chemical Property of Thymine-1-acetic acid

Chemical Property:

• Vapor Pressure: 5.57E-09mmHg at 25°C
• Melting Point: 272-278 °C (dec.)(lit.)
• Refractive Index: 1.54
• Boiling Point: 424.4 °C at 760 mmHg
• PKA: 3.81±0.10(Predicted)
• Flash Point: 210.5 °C
• PSA: 92.16000
• Density: 1.416 g/cm³
• LogP: -1.07040
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: -0.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 184.04840674
• Heavy Atom Count: 13
• Complexity: 308

Purity/Quality:

98%,99%, ^*data from raw suppliers

(5-Methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)aceticAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CN(C(=O)NC1=O)CC(=O)O

Technology Process of Thymine-1-acetic acid

There total 1 articles about Thymine-1-acetic acid 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: 68.0%

4-azido-[2(S)-amino(N-ethylamino-t-butoxycarbonyl)]methyl butanoate + 3-hydroxy-3,4-dihydrobenzotriazine-4-one (28230-32-2) → thymidyl acetic acid (20924-05-4) + [N4-[(benzyloxy)carbonyl]cytosine-1-yl]acetic acid (144564-95-4)

Guidance literature:

With dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; at 50 ℃; for 24h; Inert atmosphere;

DOI:10.1021/acs.joc.0c02158

Reference yield: 95.0%

aqueous ethyl alcohol + 1-(2-Nitrobenzenesulfonyl)-piperazin-2-one HCl salt + thymidyl acetic acid (20924-05-4) → 1-(2-Nitro-benzenesulfonyl)-4-[(thymin-1-yl)-acetyl]-piperazin-2-one (568585-88-6)

Guidance literature:

With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide;

Reference yield: 94.0%

thymidyl acetic acid (20924-05-4) + benzyl N-(2-azidoethyl)glycinate (623145-39-1) → benzyl N-(2-azidoethyl)-N-(thymine-1-acetyl)glycinate (623145-44-8)

Guidance literature:

With dmap; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In N,N-dimethyl-formamide; at 23 ℃; for 2h;

DOI:10.1021/ol0358408

upstream raw materials:

3-hydroxy-3,4-dihydrobenzotriazine-4-one

Downstream raw materials:

1-thyminylacetic acid pentafluorophenyl ester

(5-Methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetic acid 2,4,5-trichloro-phenyl ester

(5-Methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetic acid phenyl ester

1-(2-{(2S,4R)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-pyrrolidin-1-yl}-2-oxo-ethyl)-5-methyl-1H-pyrimidine-2,4-dione

Refernces