Thymidine acetate

Base Information

• Chemical Name: Thymidine acetate
• CAS No.: 35898-31-8
• Molecular Formula: C12H16N2O6
• Molecular Weight: 284.269
• DSSTox Substance ID: DTXSID90431107
• Nikkaji Number: J1.184.961J
• Wikidata: Q82244908
• Metabolomics Workbench ID: 182945
• Mol file: 35898-31-8.mol

Synonyms:5'-O-acetylthymidine;Thymidine acetate;35898-31-8;SCHEMBL263767;DTXSID90431107;ACYSKFODOKGJMA-IVZWLZJFSA-N

Chemical Property of Thymidine acetate

Chemical Property:

• PSA: 110.88000
• LogP: -0.53120
• XLogP3: -1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 284.10083623
• Heavy Atom Count: 20
• Complexity: 475

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CN(C(=O)NC1=O)C2CC(C(O2)COC(=O)C)O
• Isomeric SMILES: CC1=CN(C(=O)NC1=O)[C@H]2C[C@@H]([C@H](O2)COC(=O)C)O

Technology Process of Thymidine acetate

There total 6 articles about Thymidine acetate 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: 97.0%

3',5'-diacetylthymidine (6979-97-1,97834-40-7,142405-86-5) → 5'-O-acetylthymidine (35898-31-8) + thymidine (50-89-5,28854-96-8,3545-96-8,50-88-4)

Guidance literature:

With sodium acetate; In acetonitrile; at 25 ℃; for 100h; pH=5; pH-value; Time; Reagent/catalyst; regioselective reaction;

DOI:10.1039/c2cc34816k

Reference yield: 91.0%

3',5'-diacetylthymidine (6979-97-1,97834-40-7,142405-86-5) → 3'-O-acetylthymidine (21090-30-2) + 5'-O-acetylthymidine (35898-31-8) + thymidine (50-89-5,28854-96-8,3545-96-8,50-88-4)

Guidance literature:

With sodium acetate; In acetonitrile; at 25 ℃; for 72h; pH=5; regioselective reaction;

DOI:10.1039/c2cc34816k

Reference yield: 28.0%

acetic anhydride (108-24-7) + thymidine (50-89-5,28854-96-8,3545-96-8,50-88-4) → 3'-O-acetylthymidine (21090-30-2) + 5'-O-acetylthymidine (35898-31-8) + 3',5'-diacetylthymidine (6979-97-1,97834-40-7,142405-86-5)

Guidance literature:

With pyridine; for 3h;

DOI:10.1021/jo00257a012

upstream raw materials:

acetic anhydride

thymidine

3',5'-diacetylthymidine

Downstream raw materials:

TpdA

5'-O-acetyl-3'-O-<carbamoyl>thymidine

3'-O-(4,4'-dimethoxytrityl)thymidine

5'-O-acetyl-3'-O-dimethoxytrityl-2'-deoxythymidine

Refernces

• 1、 -. "CHEMICALLY MODIFIED NUCLEOSIDE 5'-TRIPHOSPHATES FOR THERMALLY INITIATED AMPLIFICATION OF NUCLEIC ACID". Page/Page column 59-60. . Retrieved 2010/01/07.