Thymine-d4 (methyl-d3,6-d1)

Base Information

• Chemical Name: Thymine-d4 (methyl-d3,6-d1)
• CAS No.: 156054-85-2
• Molecular Formula: C₅H₆N₂O₂
• Molecular Weight: 130.083
• DSSTox Substance ID: DTXSID80583886
• Nikkaji Number: J919.017A
• Wikidata: Q82475496
• Mol file: 156054-85-2.mol

Synonyms:Thymine-d4 (methyl-d3,6-d1);thymine-d4;156054-85-2;Thymine-d4-1;6-deuterio-5-(trideuteriomethyl)-1H-pyrimidine-2,4-dione;THYMINE-ALPHA,ALPHA,ALPHA,6-D4;SCHEMBL13868067;DTXSID80583886;HY-W010450S;HY-W010450S4;CS-0226377;CS-0626259;D99207;J-009272;5-(~2~H_3_)Methyl(6-~2~H)pyrimidine-2,4(1H,3H)-dione;Thymine-d4 (methyl-d3,6-d1), 98 atom % D, >=99% (CP)

Chemical Property of Thymine-d4 (methyl-d3,6-d1)

Chemical Property:

• Melting Point: 325-327 °C(lit.)
• Refractive Index: 1.489
• PSA: 58.53000
• Density: 1.266g/cm³
• LogP: -0.29250
• XLogP3: -0.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 130.068034422
• Heavy Atom Count: 9
• Complexity: 195

Purity/Quality:

98%min ^*data from raw suppliers

Thymine-d4 (methyl-d3,6-d1) 98 atom % D, ≥99% (CP) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CNC(=O)NC1=O
• Isomeric SMILES: [2H]C1=C(C(=O)NC(=O)N1)C([2H])([2H])[2H]
• Uses: Thymine-alpha,alpha,alpha,6-d4 (CAS# 156054-85-2) is a useful isotopically labeled research compound.

Technology Process of Thymine-d4 (methyl-d3,6-d1)

There total 1 articles about Thymine-d4 (methyl-d3,6-d1) 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: 96.0%

thymin (65-71-4,28806-14-6,691841-57-3) → thymine-α,α,α,6-d4 (156054-85-2)

Guidance literature:

With hydrogen; water-d2; palladium 10% on activated carbon; at 110 - 140 ℃; for 24 - 48h; Product distribution / selectivity;

Reference yield:

thymine-α,α,α,6-d4 (156054-85-2) → (2S)-isopropyl 2-(((((2S,3R,4R,5R)-1-(6-deutero-5-(trideuteromethyl)pyrimidine-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-dihydroxy-4-methyltetrahydrofuran-2-yl)dideuteromethoxy)(phenoxy)phosphoryl)amino)propanoate

Guidance literature:

Multi-step reaction with 5 steps

1.1: sodium methylate / methanol

2.1: toluene-4-sulfonic acid / acetone / 24.5 h / 20 °C / Cooling with ice

3.1: dipyridinium dichromate; acetic anhydride / dichloromethane / 5 h / 20 - 35 °C

4.1: sodium borodeuteride; ethyl [2]alcohol / -5 - 80 °C

5.1: tert-butylmagnesium chloride / tetrahydrofuran / 0.4 h / -20 - 20 °C

5.2: 15 h / -10 - 20 °C

5.3: 0.5 h / 0 °C / pH Ca_.2

With dipyridinium dichromate; sodium borodeuteride; ethyl [2]alcohol; tert-butylmagnesium chloride; sodium methylate; acetic anhydride; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; dichloromethane; acetone;

Reference yield:

thymine-α,α,α,6-d4 (156054-85-2) → C5(2)H6N2O2

Guidance literature:

With water-d2;

DOI:10.1021/jp972385m

upstream raw materials:

thymin

Downstream raw materials:

1-(β-D-ribofuranosyl)thymine-d₈