6-glucopyranosyl 3'-azido-3'-deoxy-5'-thymidinyl phosphate

Base Information

• Chemical Name: 6-glucopyranosyl 3'-azido-3'-deoxy-5'-thymidinyl phosphate
• CAS No.: 133101-34-5
• Molecular Formula: C₁₆H₂₄N₅O₁₂P
• Molecular Weight: 509.367
• Mol file: 133101-34-5.mol

Synonyms:6-glucopyranosyl 3'-azido-3'-deoxy-5'-thymidinyl phosphate

Chemical Property of 6-glucopyranosyl 3'-azido-3'-deoxy-5'-thymidinyl phosphate

Chemical Property:

• PSA: 269.82000
• LogP: -2.39004

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 6-glucopyranosyl 3'-azido-3'-deoxy-5'-thymidinyl phosphate

There total 3 articles about 6-glucopyranosyl 3'-azido-3'-deoxy-5'-thymidinyl phosphate 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:

3'-azido-2',3'-deoxythymidine (30516-87-1,399024-19-2) → 6-α-D-glucopyranosyl-3'-azido-3'-deoxy-5'-thymidinyl phosphate (133101-34-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / various solvent(s); pyridine

2: MeONa / methanol / 0.17 h / Ambient temperature

With sodium methylate; In pyridine; methanol;

DOI:10.1021/jm00110a011

Reference yield:

1,2,3,4-tetra-O-acetyl-6-D-glucose phosphate pyridinium form (133101-33-4) → 6-α-D-glucopyranosyl-3'-azido-3'-deoxy-5'-thymidinyl phosphate (133101-34-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / various solvent(s); pyridine

2: MeONa / methanol / 0.17 h / Ambient temperature

With sodium methylate; In pyridine; methanol;

DOI:10.1021/jm00110a011

Reference yield:

1,2,3,4-tetra-O-acetyl-6-D-glucopyranosyl-3'-azido-3'-deoxy-5'-thymidinyl phosphate → 6-α-D-glucopyranosyl-3'-azido-3'-deoxy-5'-thymidinyl phosphate (133101-34-5) + 6-β-D-glucopyranosyl-3'-azido-3'-deoxy-5'-thymidinyl phosphate (133163-42-5)

Guidance literature:

With sodium methylate; In methanol; for 0.166667h; Title compound not separated from byproducts; Ambient temperature;

DOI:10.1021/jm00110a011

upstream raw materials:

3'-azido-2',3'-deoxythymidine

1,2,3,4-tetra-O-acetyl-6-D-glucose phosphate pyridinium form