5-[(Triphenylmethoxy)methyl]-6,7-dihydro-5H-pyrrolo[1,2-b][1,2,4]triazole

Base Information

• Chemical Name: 5-[(Triphenylmethoxy)methyl]-6,7-dihydro-5H-pyrrolo[1,2-b][1,2,4]triazole
• CAS No.: 1190392-78-9
• Molecular Formula: C₂₅H₂₃N₃O
• Molecular Weight: 381.477
• DSSTox Substance ID: DTXSID40705401
• Mol file: 1190392-78-9.mol

Synonyms:DTXSID40705401;1190392-78-9;5-[(Triphenylmethoxy)methyl]-6,7-dihydro-5H-pyrrolo[1,2-b][1,2,4]triazole

Chemical Property of 5-[(Triphenylmethoxy)methyl]-6,7-dihydro-5H-pyrrolo[1,2-b][1,2,4]triazole

Chemical Property:

• XLogP3: 4.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 381.184112366
• Heavy Atom Count: 29
• Complexity: 463

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CC2=NC=NN2C1COC(C3=CC=CC=C3)(C4=CC=CC=C4)C5=CC=CC=C5

Technology Process of 5-[(Triphenylmethoxy)methyl]-6,7-dihydro-5H-pyrrolo[1,2-b][1,2,4]triazole

There total 2 articles about 5-[(Triphenylmethoxy)methyl]-6,7-dihydro-5H-pyrrolo[1,2-b][1,2,4]triazole 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: 49.0%

(5S)-1-Amino-5-[(trityloxy)methyl]pyrrolidin-2-one (1190392-77-8) + formamide (77287-34-4,77287-35-5,60100-09-6) → (5S)-5-[(trityloxy)methyl]-6,7-dihydro-5H-pyrrolo[1,2-b][1,2,4]triazole (1190392-78-9)

Guidance literature:

With zinc(II) chloride; In N,N-dimethyl-formamide; at 160 ℃; for 48h;

Reference yield:

(S)-5-(trityloxymethyl)pyrrolidin-2-one (105526-85-0) → (5S)-5-[(trityloxy)methyl]-6,7-dihydro-5H-pyrrolo[1,2-b][1,2,4]triazole (1190392-78-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / 1,2-dimethoxyethane; mineral oil / 0.5 h / 0 °C

1.2: 0 - 20 °C

2.1: zinc(II) chloride / N,N-dimethyl-formamide / 48 h / 160 °C

With sodium hydride; zinc(II) chloride; In 1,2-dimethoxyethane; N,N-dimethyl-formamide; mineral oil;

Reference yield: 50.0%

(5S)-5-[(trityloxy)methyl]-6,7-dihydro-5H-pyrrolo[1,2-b][1,2,4]triazole (1190392-78-9) → (5S)-6,7-Dihydro-5H-pyrrolo[1,2-b][1,2,4]triazol-5-ylmethanol (1190392-80-3)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; for 0.166667h;

upstream raw materials:

(5S)-1-Amino-5-[(trityloxy)methyl]pyrrolidin-2-one

formamide

(S)-5-(trityloxymethyl)pyrrolidin-2-one

Downstream raw materials:

(5S)-6,7-Dihydro-5H-pyrrolo[1,2-b][1,2,4]triazol-5-ylmethanol