(5Z)-2-(benzylsulfanyl)-3-tert-butoxycarbonyl-5-(4-methoxybenzylidene)-4,5-dihydro-1H-imidazol-4-one

Base Information

• Chemical Name: (5Z)-2-(benzylsulfanyl)-3-tert-butoxycarbonyl-5-(4-methoxybenzylidene)-4,5-dihydro-1H-imidazol-4-one
• CAS No.: 1356003-61-6
• Molecular Formula: C₂₃H₂₄N₂O₄S
• Molecular Weight: 424.521
• Mol file: 1356003-61-6.mol

Synonyms:(5Z)-2-(benzylsulfanyl)-3-tert-butoxycarbonyl-5-(4-methoxybenzylidene)-4,5-dihydro-1H-imidazol-4-one

Chemical Property of (5Z)-2-(benzylsulfanyl)-3-tert-butoxycarbonyl-5-(4-methoxybenzylidene)-4,5-dihydro-1H-imidazol-4-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (5Z)-2-(benzylsulfanyl)-3-tert-butoxycarbonyl-5-(4-methoxybenzylidene)-4,5-dihydro-1H-imidazol-4-one

There total 4 articles about (5Z)-2-(benzylsulfanyl)-3-tert-butoxycarbonyl-5-(4-methoxybenzylidene)-4,5-dihydro-1H-imidazol-4-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: 68.0%

di-tert-butyl dicarbonate (24424-99-5) + (5Z)-2-(benzylsulfanyl)-5-(4-methoxybenzylidene)-4,5-dihydro-1H-imidazol-4-one (385797-51-3) → (5Z)-2-(benzylsulfanyl)-3-tert-butoxycarbonyl-5-(4-methoxybenzylidene)-4,5-dihydro-1H-imidazol-4-one (1356003-61-6)

Guidance literature:

With dmap; In tetrahydrofuran; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1055/s-0030-1260259

Reference yield:

1-acetyl-2-(benzylsulfanyl)-4,5-dihydro-1H-imidazol-4-one (1356003-46-7) → (5Z)-2-(benzylsulfanyl)-3-tert-butoxycarbonyl-5-(4-methoxybenzylidene)-4,5-dihydro-1H-imidazol-4-one (1356003-61-6)

Guidance literature:

Multi-step reaction with 4 steps

1: sodium methylate / methanol / 0 - 20 °C / pH 10 / Inert atmosphere; Molecular sieve

2: dmap / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

3: sodium acetate; acetic acid / Reflux

4: dmap / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

With dmap; sodium methylate; sodium acetate; acetic acid; In tetrahydrofuran; methanol;

DOI:10.1055/s-0030-1260259

Reference yield:

5-p-methoxybenzylidene-2-thiohydantoin (95474-45-6,1809028-84-9) → (5Z)-2-(benzylsulfanyl)-3-tert-butoxycarbonyl-5-(4-methoxybenzylidene)-4,5-dihydro-1H-imidazol-4-one (1356003-61-6)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydrogencarbonate / dichloromethane / 2 h / 20 °C / Inert atmosphere

2: dmap / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

With dmap; sodium hydrogencarbonate; In tetrahydrofuran; dichloromethane;

DOI:10.1055/s-0030-1260259

upstream raw materials:

1-acetyl-2-(benzylsulfanyl)-4,5-dihydro-1H-imidazol-4-one

2-(benzylsulfanyl)-1-tert-butoxycarbonyl-4,5-dihydro-1H-imidazol-4-one

di-tert-butyl dicarbonate

(5Z)-2-(benzylsulfanyl)-5-(4-methoxybenzylidene)-4,5-dihydro-1H-imidazol-4-one

Downstream raw materials:

(Z)?5?(4?methoxybenzylidene)?2?(4?methoxyphenyl)?3,5?dihydro?4H?imidazol?4?one