5'-O-{[2-(2-nitro-4-{[(9-oxo-9H-thioxanthen-2-yl)oxy]carbonyl}phenyl)propoxy]carbonyl}thymidine

Base Information

• Chemical Name: 5'-O-{[2-(2-nitro-4-{[(9-oxo-9H-thioxanthen-2-yl)oxy]carbonyl}phenyl)propoxy]carbonyl}thymidine
• CAS No.: 777864-75-2
• Molecular Formula: C₃₄H₂₉N₃O₁₂S
• Molecular Weight: 703.683
• Mol file: 777864-75-2.mol

Synonyms:5'-O-{[2-(2-nitro-4-{[(9-oxo-9H-thioxanthen-2-yl)oxy]carbonyl}phenyl)propoxy]carbonyl}thymidine

Chemical Property of 5'-O-{[2-(2-nitro-4-{[(9-oxo-9H-thioxanthen-2-yl)oxy]carbonyl}phenyl)propoxy]carbonyl}thymidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5'-O-{[2-(2-nitro-4-{[(9-oxo-9H-thioxanthen-2-yl)oxy]carbonyl}phenyl)propoxy]carbonyl}thymidine

There total 9 articles about 5'-O-{[2-(2-nitro-4-{[(9-oxo-9H-thioxanthen-2-yl)oxy]carbonyl}phenyl)propoxy]carbonyl}thymidine 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:

C24H16ClNO7S + thymidine (50-89-5,28854-96-8,3545-96-8,50-88-4) → 5'-O-{[2-(2-nitro-4-{[(9-oxo-9H-thioxanthen-2-yl)oxy]carbonyl}phenyl)propoxy]carbonyl}thymidine (777864-75-2)

Guidance literature:

With pyridine; In dichloromethane; at 0 ℃; for 18h;

DOI:10.1002/hlca.200590067

Reference yield:

4-{2-[(2-methoxyethoxy)methoxy]-1-methylethyl}-3-nitrobenzoic acid (777864-71-8) → 5'-O-{[2-(2-nitro-4-{[(9-oxo-9H-thioxanthen-2-yl)oxy]carbonyl}phenyl)propoxy]carbonyl}thymidine (777864-75-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 64 percent / N,N-dimethylpyridin-4-amine; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide / dimethylformamide / 24 h / 20 °C

2: 66 percent / HCl / H₂O; tetrahydrofuran / 5 h / Heating

3: Et₃N / tetrahydrofuran / 4 h / 0 - 20 °C

4: pyridine / CH₂Cl₂ / 18 h / 0 °C

With pyridine; hydrogenchloride; dmap; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1002/hlca.200590067

Reference yield:

tert-butyl 4-{2-[(2-methoxyethoxy)methoxy]-1-methylethyl}-3-nitrobenzoate (777864-70-7) → 5'-O-{[2-(2-nitro-4-{[(9-oxo-9H-thioxanthen-2-yl)oxy]carbonyl}phenyl)propoxy]carbonyl}thymidine (777864-75-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 94 percent / NaH / dimethylformamide / 1 h / 20 °C

2: 64 percent / N,N-dimethylpyridin-4-amine; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide / dimethylformamide / 24 h / 20 °C

3: 66 percent / HCl / H₂O; tetrahydrofuran / 5 h / Heating

4: Et₃N / tetrahydrofuran / 4 h / 0 - 20 °C

5: pyridine / CH₂Cl₂ / 18 h / 0 °C

With pyridine; hydrogenchloride; dmap; sodium hydride; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1002/hlca.200590067

upstream raw materials:

thymidine

4-{2-[(2-methoxyethoxy)methoxy]-1-methylethyl}-3-nitrobenzoic acid

tert-butyl 4-{2-[(2-methoxyethoxy)methoxy]-1-methylethyl}-3-nitrobenzoate

9-oxo-9H-thioxanthen-2-yl 4-(2-hydroxy-1-methylethyl)-3-nitrobenzoate

Downstream raw materials:

thymidine