1-(2,2-dimethyl-6-trityloxymethyl-4,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-yl)-1H-imidazole-4-carboxylic acid methyl ester

Base Information

• Chemical Name: 1-(2,2-dimethyl-6-trityloxymethyl-4,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-yl)-1H-imidazole-4-carboxylic acid methyl ester
• CAS No.: 878479-17-5
• Molecular Formula: C₃₃H₃₂N₂O₅
• Molecular Weight: 536.627
• Mol file: 878479-17-5.mol

Synonyms:1-(2,2-dimethyl-6-trityloxymethyl-4,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-yl)-1H-imidazole-4-carboxylic acid methyl ester

Chemical Property of 1-(2,2-dimethyl-6-trityloxymethyl-4,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-yl)-1H-imidazole-4-carboxylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(2,2-dimethyl-6-trityloxymethyl-4,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-yl)-1H-imidazole-4-carboxylic acid methyl ester

There total 15 articles about 1-(2,2-dimethyl-6-trityloxymethyl-4,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-yl)-1H-imidazole-4-carboxylic acid methyl ester 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:

Methyl imidazole-4-carboxylate (17325-26-7) + (3aS,4S,6aR)-2,2-dimethyl-6-[(triphenylmethoxy)methyl]-2H,3aH,4H,6aH-cyclopenta[d][1,3]dioxol-4-ol (163226-45-7) → 1-(2,2-dimethyl-6-trityloxymethyl-4,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-yl)-1H-imidazole-4-carboxylic acid methyl ester (878479-17-5)

Guidance literature:

With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 20 ℃; for 24h;

DOI:10.1021/jm0509750

Reference yield:

1-[5-(1-(hydroxymethyl)vinyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]prop-2-en-1-ol (934816-38-3) → 1-(2,2-dimethyl-6-trityloxymethyl-4,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-yl)-1H-imidazole-4-carboxylic acid methyl ester (878479-17-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 92 percent / second-generation Grubbs catalyst / CH₂Cl₂ / 24 h / 20 °C

2: 92 percent / 4-(dimethylamino)pyridine; Et₃N / CH₂Cl₂ / 12 h / 20 °C

3: Ph₃P; diisopropyl azodicarboxylate / tetrahydrofuran / 24 h / 20 °C

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; dmap; di-isopropyl azodicarboxylate; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; 3: Mitsunobu reaction;

DOI:10.1021/jm0509750

Reference yield:

1-[2,2-dimethyl-5-(1-(trityloxymethyl)vinyl)-[1,3]dioxolan-4-yl]prop-2-en-1-ol (934816-33-8) → 1-(2,2-dimethyl-6-trityloxymethyl-4,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-yl)-1H-imidazole-4-carboxylic acid methyl ester (878479-17-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / second-generation Grubbs catalyst / CH₂Cl₂ / 24 h / 20 °C

2: Ph₃P; diisopropyl azodicarboxylate / tetrahydrofuran / 24 h / 20 °C

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; dichloromethane; 2: Mitsunobu reaction;

DOI:10.1021/jm0509750

upstream raw materials:

Methyl imidazole-4-carboxylate

(3aS,4S,6aR)-2,2-dimethyl-6-[(triphenylmethoxy)methyl]-2H,3aH,4H,6aH-cyclopenta[d][1,3]dioxol-4-ol

1-[5-(1-(hydroxymethyl)vinyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]prop-2-en-1-ol

1-[2,2-dimethyl-5-(1-(trityloxymethyl)vinyl)-[1,3]dioxolan-4-yl]prop-2-en-1-ol

Downstream raw materials:

1-(2,2-dimethyl-6-trityloxymethyl-4,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-yl)-1H-imidazole-4-carboxylic acid amide