6,7-bis-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-6,7-dihydro-5H-pyrrolo[1,2-a]imidazole

Base Information

• Chemical Name: 6,7-bis-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-6,7-dihydro-5H-pyrrolo[1,2-a]imidazole
• CAS No.: 647017-31-0
• Molecular Formula: C₃₇H₄₀N₂O₃Si
• Molecular Weight: 588.822

Synonyms:6,7-bis-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-6,7-dihydro-5H-pyrrolo[1,2-a]imidazole

Chemical Property of 6,7-bis-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-6,7-dihydro-5H-pyrrolo[1,2-a]imidazole

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Technology Process of 6,7-bis-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-6,7-dihydro-5H-pyrrolo[1,2-a]imidazole

There total 2 articles about 6,7-bis-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-6,7-dihydro-5H-pyrrolo[1,2-a]imidazole 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: 80.0%

3,4-bis-benzyloxy-1-(tert-butyl-diphenyl-silanyloxy)-4-(1H-imidazol-2-yl)-butan-2-ol (647017-29-6) → 6,7-bis-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-6,7-dihydro-5H-pyrrolo[1,2-a]imidazole (647017-31-0)

Guidance literature:

With pyridine; trifluoromethylsulfonic anhydride; In dichloromethane; at 20 ℃; for 12h;

DOI:10.1016/S0968-0896(03)00402-4

Reference yield:

(2R,3S,4S)-3,4-Bis-benzyloxy-4-(1H-imidazol-2-yl)-butane-1,2-diol (399508-54-4) → 6,7-bis-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-6,7-dihydro-5H-pyrrolo[1,2-a]imidazole (647017-31-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 54 percent / DMAP; Et₃N / dimethylformamide / 48 h / 20 °C

2: 80 percent / pyridine; triflic anhydride / CH₂Cl₂ / 12 h / 20 °C

With pyridine; dmap; trifluoromethylsulfonic anhydride; triethylamine; In dichloromethane; N,N-dimethyl-formamide; 2: Walden inversion;

DOI:10.1016/S0968-0896(03)00402-4

Reference yield: 97.0%

6,7-bis-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-6,7-dihydro-5H-pyrrolo[1,2-a]imidazole (647017-31-0) → (6,7-bis-benzyloxy-6,7-dihydro-5H-pyrrolo[1,2-a]imidazol-5-yl)-methanol (647017-32-1)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1016/S0968-0896(03)00402-4

upstream raw materials:

3,4-bis-benzyloxy-1-(tert-butyl-diphenyl-silanyloxy)-4-(1H-imidazol-2-yl)-butan-2-ol

(2R,3S,4S)-3,4-Bis-benzyloxy-4-(1H-imidazol-2-yl)-butane-1,2-diol

Downstream raw materials:

(6,7-bis-benzyloxy-6,7-dihydro-5H-pyrrolo[1,2-a]imidazol-5-yl)-methanol

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