Thymine riboside, L-

Base Information

• Chemical Name: Thymine riboside, L-
• CAS No.: 26879-47-0
• Molecular Formula: C10H14N2O6
• Molecular Weight: 258.231
• UNII: 39MC5Y8RW8
• Nikkaji Number: J1.611.993H
• Mol file: 26879-47-0.mol

Synonyms:Thymine riboside, L-;UNII-39MC5Y8RW8;39MC5Y8RW8;1-(beta-l-ribofuranosyl)thymine;Thymine, 1-beta-L-ribofuranosyl-;1-(beta-L-Ribofuranosyl)thymine [MI];642082-80-2;2,4(1H,3H)-Pyrimidinedione, 5-methyl-1-beta-L-ribofuranosyl-;beta-l-ribofuranosyl thymine;SCHEMBL29299;1-[(2S,3S,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methylpyrimidine-2,4-dione;5-methyl-1-(beta-l-ribofuranosyl)uracil;AC-32193;1-(.BETA.-L-RIBOFURANOSYL)THYMINE;THYMINE, 1-.BETA.-L-RIBOFURANOSYL-;1-(.BETA.-L-RIBOFURANOSYL)THYMINE [MI];2,4(1H,3H)-PYRIMIDINEDIONE, 5-METHYL-1-.BETA.-L-RIBOFURANOSYL-;1-(3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-5-methyl-1H-pyrimidine-2,4-dione;1-[(2S,3S,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-5-methyl-pyrimidine-2,4-dione

Chemical Property of Thymine riboside, L-

Chemical Property:

• Refractive Index: 1.584
• PSA: 104.55000
• Density: 1.576g/cm³
• LogP: -1.51430
• XLogP3: -1.6
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 258.08518617
• Heavy Atom Count: 18
• Complexity: 409

Purity/Quality:

98%Min ^*data from raw suppliers

L-Thymidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CN(C(=O)NC1=O)C2C(C(C(O2)CO)O)O
• Isomeric SMILES: CC1=CN(C(=O)NC1=O)[C@@H]2[C@H]([C@H]([C@@H](O2)CO)O)O
• Uses: 5-Methyl-L-uridine is a useful research chemical compound.

Technology Process of Thymine riboside, L-

There total 20 articles about Thymine riboside, L- 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: 98.0%

1-(3'-O-benzyl-β-L-ribofuranosyl)thymine (446251-77-0) → 1-(β-L-ribofuranosyl)thymine (26879-47-0,642082-80-2)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; at 20 ℃; for 1h;

DOI:10.1016/S0040-4020(02)00230-2

Reference yield: 97.0%

2',3',5'-tri-O-benzoyl-5-methyl-L-uridine (237060-98-9) → 1-(β-L-ribofuranosyl)thymine (26879-47-0,642082-80-2)

Guidance literature:

With sodium methylate; In methanol; at 20 ℃;

DOI:10.1016/S0040-4020(00)00046-6

Reference yield: 96.0%

C26H24N2O9 (849342-80-9) → 1-(β-L-ribofuranosyl)thymine (26879-47-0,642082-80-2)

Guidance literature:

With sodium methylate; In methanol; at 20 ℃;

DOI:10.1016/j.bmc.2004.12.011

upstream raw materials:

2',3',5'-tri-O-benzoyl-5-methyl-L-uridine

1-(3'-O-benzyl-β-L-ribofuranosyl)thymine

C₂₆H₂₄N₂O₉

thymin

Downstream raw materials:

3',5'-diacetylthymidine

thymidine

5'-O-(tert-butyldiphenylsilyl)-2'-O-(2-hydroxyethyl)-5-methyluridine

5'-O-dimethoxytrityl-2'-O-[2(2-N,N-dimethylaminoethoxy)ethyl]-5-methyluridine

Refernces

• 1、 -. "Synthesis method of beta-thymidine". . . Retrieved 2017/08/14.
• 2、 Gordon, Gregory E. R.,Bode, Moira L.,Visser, Daniel F.,Lepuru, M. Jerry,Zeevaart, Jacob G.,Ragubeer, Nasheen,Ratsaka, Molala,Brady, Dean,Walwyn, David R.. "An integrated chemo-enzymatic route for preparation of β-thymidine, a key intermediate in the preparation of antiretrovirals". experimental part. p. 258 - 265. Retrieved 2011/10/04.