Acetic acid (3aR,4R,6aS)-1,3-dibenzyl-2,6-dioxo-hexahydro-furo[3,4-d]imidazol-4-yl ester

Base Information

• Chemical Name: Acetic acid (3aR,4R,6aS)-1,3-dibenzyl-2,6-dioxo-hexahydro-furo[3,4-d]imidazol-4-yl ester
• CAS No.: 28092-55-9
• Molecular Formula: C₂₁H₂₀N₂O₅
• Molecular Weight: 380.4
• Mol file: 28092-55-9.mol

Synonyms:Acetic acid (3aR,4R,6aS)-1,3-dibenzyl-2,6-dioxo-hexahydro-furo[3,4-d]imidazol-4-yl ester

Chemical Property of Acetic acid (3aR,4R,6aS)-1,3-dibenzyl-2,6-dioxo-hexahydro-furo[3,4-d]imidazol-4-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Acetic acid (3aR,4R,6aS)-1,3-dibenzyl-2,6-dioxo-hexahydro-furo[3,4-d]imidazol-4-yl ester

There total 1 articles about Acetic acid (3aR,4R,6aS)-1,3-dibenzyl-2,6-dioxo-hexahydro-furo[3,4-d]imidazol-4-yl 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:

(4S,5R)-1,3-dibenzyl-1H-furo[3,4-d]imidazole-2,4,6-trione (26339-42-4,26340-00-1) → 6ξ-acetoxy-1,3-dibenzyl-(3ar,6ac)-tetrahydro-furo[3,4-d]imidazole-2,4-dione (28092-55-9)

Guidance literature:

With acetic anhydride; acetic acid; zinc;

Reference yield: 84.0%

Acetic acid (3aR,4R,6aS)-1,3-dibenzyl-2,6-dioxo-hexahydro-furo[3,4-d]imidazol-4-yl ester (28092-55-9) → (3aRS,6SR,6aSR)-1,3-dibenzyl-6-hydroxy-3,3a,6,6a-tetrahydro-1H-furo<3,4-d>imidazole-2,4-dione (21035-81-4,55529-05-0,55529-06-1,129388-89-2,129388-92-7)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; for 2.5h; Ambient temperature;

DOI:10.1248/cpb.38.882

Reference yield:

Acetic acid (3aR,4R,6aS)-1,3-dibenzyl-2,6-dioxo-hexahydro-furo[3,4-d]imidazol-4-yl ester (28092-55-9) → (4S,5R)-1,3-dibenzyl-1H-furo[3,4-d]imidazole-2,4,6-trione (26339-42-4,26340-00-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 84 percent / conc. HCl / dioxane / 2.5 h / Ambient temperature

2: 2) 6.25percent aq. HCl / 1) acetone, water

3: 1) AgNO₃, 1N NaOH, 2) Ac₂O / 1) H₂O, EtOH, r.t., 2) reflux, 5 min

With hydrogenchloride; sodium hydroxide; acetic anhydride; silver nitrate; In 1,4-dioxane;

DOI:10.1248/cpb.38.882

upstream raw materials:

(4S,5R)-1,3-dibenzyl-1H-furo[3,4-d]imidazole-2,4,6-trione

Downstream raw materials:

(+/-)-1,3-dibenzyl-(3ar.6ac)-tetrahydro-furo[3,4-d]imidazole-2,4-dione

(3aα,6aα)-1,3-dibenzylhexahydro-1H-thieno<3,4-d>-imidazole-2(3H),4-dione

(3aRS,6SR,6aSR)-1,3-dibenzyl-6-hydroxy-3,3a,6,6a-tetrahydro-1H-furo<3,4-d>imidazole-2,4-dione

(4S,5R)-1,3-dibenzyl-5-formyl-2-oxo-4-imidazolidine carboxylic acid cinchonidine salt