1-<2,2-bis(toluoyloxymethyl)cyclopropyl>-5-iodo-3-toluoyluracil

Base Information

• Chemical Name: 1-<2,2-bis(toluoyloxymethyl)cyclopropyl>-5-iodo-3-toluoyluracil
• CAS No.: 145215-15-2
• Molecular Formula: C₃₃H₂₉IN₂O₇
• Molecular Weight: 692.507
• Mol file: 145215-15-2.mol

Synonyms:1-<2,2-bis(toluoyloxymethyl)cyclopropyl>-5-iodo-3-toluoyluracil

Chemical Property of 1-<2,2-bis(toluoyloxymethyl)cyclopropyl>-5-iodo-3-toluoyluracil

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-<2,2-bis(toluoyloxymethyl)cyclopropyl>-5-iodo-3-toluoyluracil

There total 8 articles about 1-<2,2-bis(toluoyloxymethyl)cyclopropyl>-5-iodo-3-toluoyluracil 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: 76.8%

4-methyl-benzoyl chloride (874-60-2) + 1-<2,2-bis(hydroxymethyl)cyclopropyl>-5-iodouracil (145215-14-1) → 1-<2,2-bis(toluoyloxymethyl)cyclopropyl>-5-iodo-3-toluoyluracil (145215-15-2)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In pyridine; for 3h; Ambient temperature;

DOI:10.1039/P19920002519

Reference yield:

C20H21NO3 (135345-85-6) → 1-<2,2-bis(toluoyloxymethyl)cyclopropyl>-5-iodo-3-toluoyluracil (145215-15-2)

Guidance literature:

Multi-step reaction with 8 steps

1: NH₃ / diethyl ether

2: 1.04 g / pyridine / CH₂Cl₂ / 16 h / Ambient temperature

3: 4percent aq. NH₃ / ethanol / 5 h / 80 - 85 °C

4: 90 percent / 95percent HCO₂H / palladium black / methanol / 4 h / 760 Torr

5: 96 percent / pyridine / 2.5 h / Ambient temperature

6: 99 percent / lithium iodide, ceric ammonium nitrate / acetonitrile / 0.5 h / 80 - 85 °C

7: 88.8 percent / NaOMe / methanol / 1.5 h / Ambient temperature

8: 76.8 percent / ethyldiisopropylamine / pyridine / 3 h / Ambient temperature

With pyridine; ammonium hydroxide; formic acid; ammonium cerium(IV) nitrate; ammonia; sodium methylate; N-ethyl-N,N-diisopropylamine; lithium iodide; palladium; In pyridine; methanol; diethyl ether; ethanol; dichloromethane; acetonitrile;

DOI:10.1039/P19920002519

Reference yield:

N-<2,2-bis(benzyloxymethyl)cyclopropyl>urea (135345-89-0) → 1-<2,2-bis(toluoyloxymethyl)cyclopropyl>-5-iodo-3-toluoyluracil (145215-15-2)

Guidance literature:

Multi-step reaction with 7 steps

1: 1.04 g / pyridine / CH₂Cl₂ / 16 h / Ambient temperature

2: 4percent aq. NH₃ / ethanol / 5 h / 80 - 85 °C

3: 90 percent / 95percent HCO₂H / palladium black / methanol / 4 h / 760 Torr

4: 96 percent / pyridine / 2.5 h / Ambient temperature

5: 99 percent / lithium iodide, ceric ammonium nitrate / acetonitrile / 0.5 h / 80 - 85 °C

6: 88.8 percent / NaOMe / methanol / 1.5 h / Ambient temperature

7: 76.8 percent / ethyldiisopropylamine / pyridine / 3 h / Ambient temperature

With pyridine; ammonium hydroxide; formic acid; ammonium cerium(IV) nitrate; sodium methylate; N-ethyl-N,N-diisopropylamine; lithium iodide; palladium; In pyridine; methanol; ethanol; dichloromethane; acetonitrile;

DOI:10.1039/P19920002519

upstream raw materials:

4-methyl-benzoyl chloride

1-<2,2-bis(hydroxymethyl)cyclopropyl>-5-iodouracil

1-<2,2-bis(hydroxymethyl)cyclopropyl>uracil

C₂₀H₂₁NO₃

Downstream raw materials:

1-<2,2-bis(toluoyloxymethyl)cyclopropyl>-3-toluoylthymine