cis 1,3-Dibenzyl-4-(hex-5'-enyl)-4-hydroxy-2,3,3a,4,6,6a-hexahydrofuro<3,4-d>imidazol-2-one

Base Information

• Chemical Name: cis 1,3-Dibenzyl-4-(hex-5'-enyl)-4-hydroxy-2,3,3a,4,6,6a-hexahydrofuro<3,4-d>imidazol-2-one
• CAS No.: 133709-72-5
• Molecular Formula: C₂₅H₃₀N₂O₃
• Molecular Weight: 406.525
• Mol file: 133709-72-5.mol

Synonyms:cis 1,3-Dibenzyl-4-(hex-5'-enyl)-4-hydroxy-2,3,3a,4,6,6a-hexahydrofuro<3,4-d>imidazol-2-one

Chemical Property of cis 1,3-Dibenzyl-4-(hex-5'-enyl)-4-hydroxy-2,3,3a,4,6,6a-hexahydrofuro<3,4-d>imidazol-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of cis 1,3-Dibenzyl-4-(hex-5'-enyl)-4-hydroxy-2,3,3a,4,6,6a-hexahydrofuro<3,4-d>imidazol-2-one

There total 1 articles about cis 1,3-Dibenzyl-4-(hex-5'-enyl)-4-hydroxy-2,3,3a,4,6,6a-hexahydrofuro<3,4-d>imidazol-2-one 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:

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-furo[3,4-d]imidazole-2,4-dione (28092-62-8) + 6-Bromo-1-hexene (2695-47-8) → cis 1,3-Dibenzyl-4-(hex-5'-enyl)-4-hydroxy-2,3,3a,4,6,6a-hexahydrofuro<3,4-d>imidazol-2-one (133709-72-5) + trans 1,3-Dibenzyl-4-(hept-6'-enoyl)-5-hydroxymethylimidazolidine-2-one (133709-73-6)

Guidance literature:

With iodine; magnesium; Yield given. Multistep reaction. Yields of byproduct given; 1) THF, reflux, 2 h, 2) reflux, 2.5 h;

Reference yield: 96.0%

cis 1,3-Dibenzyl-4-(hex-5'-enyl)-4-hydroxy-2,3,3a,4,6,6a-hexahydrofuro<3,4-d>imidazol-2-one (133709-72-5) → cis 1,3-Dibenzyl-4-(1'-hydroxyhept-6'-enyl)-5-hydroxymethylimidazolidin-2-one (133709-74-7)

Guidance literature:

With sodium tetrahydroborate; In ethanol; at 0 ℃; for 3h;

Reference yield:

cis 1,3-Dibenzyl-4-(hex-5'-enyl)-4-hydroxy-2,3,3a,4,6,6a-hexahydrofuro<3,4-d>imidazol-2-one (133709-72-5) → cis 3-(Cyclohexa-2',4'-dienylmethyl)-4-(hept-6'-enyl)-5-hydroxymethylimidazolidin-2-one (133709-80-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 96 percent / NaBH₄ / ethanol / 3 h / 0 °C

2: 1) NaH / 1) THF, r.t., 15 min, 2) r.t., overnight

3: imidazole, NaH

4: 86 percent / (n-Bu)3SnH / AIBN / toluene / 3.5 h / Heating

5: 34 percent / Na, liq. NH₃ / tetrahydrofuran / -33 °C

With 1H-imidazole; sodium tetrahydroborate; ammonia; tri-n-butyl-tin hydride; sodium; sodium hydride; 2,2'-azobis(isobutyronitrile); In tetrahydrofuran; ethanol; toluene;

upstream raw materials:

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-furo[3,4-d]imidazole-2,4-dione

6-Bromo-1-hexene

Downstream raw materials:

cis 1,3-Dibenzyl-4-(1'-hydroxyhept-6'-enyl)-5-hydroxymethylimidazolidin-2-one

cis 3-(Cyclohexa-2',4'-dienylmethyl)-4-(hept-6'-enyl)-5-hydroxymethylimidazolidin-2-one

cis 3-Benzyl-4-(hept-6'-enyl)-5-hydroxymethylimidazolidin-2-one

cis 3-Benzyl-4-(5'-carboxypentyl)-5-hydroxymethylimidazolidin-2-one