13-(3-N-pentylureido)-N-(phenylsulfonyl)tridec-8(Z)-enamide

Base Information

• Chemical Name: 13-(3-N-pentylureido)-N-(phenylsulfonyl)tridec-8(Z)-enamide
• CAS No.: 1402547-48-1
• Molecular Formula: C₂₅H₄₁N₃O₄S
• Molecular Weight: 479.684
• Mol file: 1402547-48-1.mol

Synonyms:13-(3-N-pentylureido)-N-(phenylsulfonyl)tridec-8(Z)-enamide

Chemical Property of 13-(3-N-pentylureido)-N-(phenylsulfonyl)tridec-8(Z)-enamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 13-(3-N-pentylureido)-N-(phenylsulfonyl)tridec-8(Z)-enamide

There total 13 articles about 13-(3-N-pentylureido)-N-(phenylsulfonyl)tridec-8(Z)-enamide 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: 65.0%

benzenesulfonamide (98-10-2) + N-hydroxysuccinimidyl 13-(3-n-pentylureido)tridec-8(Z)-enoate (1402548-18-8) → 13-(3-N-pentylureido)-N-(phenylsulfonyl)tridec-8(Z)-enamide (1402547-48-1)

Guidance literature:

With dmap; In N,N,N,N,N,N-hexamethylphosphoric triamide; at 80 ℃; for 24h;

Reference yield:

5-hexyl-1-ol (928-90-5) → 13-(3-N-pentylureido)-N-(phenylsulfonyl)tridec-8(Z)-enamide (1402547-48-1)

Guidance literature:

Multi-step reaction with 12 steps

1.1: 1H-imidazole / dichloromethane / 12 h / 0 - 20 °C / Inert atmosphere

2.1: n-butyllithium / N,N,N,N,N,N-hexamethylphosphoric triamide; tetrahydrofuran; hexanes / 3.5 h / -78 - 0 °C / Inert atmosphere

2.2: 15 h / -78 - 20 °C

3.1: methanol / pyridinium p-toluenesulfonate / 10 h / 0 °C

4.1: hydrogen; sodium tetrahydroborate / ethylenediamine; nickel(II) acetate tetrahydrate / ethanol

5.1: Jones reagent / water; acetone / 3 h / -40 - -10 °C

6.1: toluene-4-sulfonic acid / 4 h / 20 °C

7.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 0.5 h / -20 - 0 °C / Inert atmosphere

7.2: 6 h / 0 - 20 °C

8.1: triphenylphosphine / tetrahydrofuran / 2 h / 20 °C

8.2: 8 h

9.1: tetrahydrofuran / 6 h

10.1: water; lithium hydroxide / tetrahydrofuran / 0 - 20 °C

10.2: 0 °C / pH 4

11.1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane; benzene / 12 h / 20 °C / Inert atmosphere

12.1: dmap / N,N,N,N,N,N-hexamethylphosphoric triamide / 24 h / 80 °C

With 1H-imidazole; methanol; dmap; sodium tetrahydroborate; Jones reagent; n-butyllithium; di-isopropyl azodicarboxylate; water; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triphenylphosphine; lithium hydroxide; nickel(II) acetate tetrahydrate; pyridinium p-toluenesulfonate; toluene-4-sulfonic acid; ethylenediamine; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexanes; ethanol; dichloromethane; water; acetone; benzene; 5.1: Jones Oxidation;

Reference yield:

1-(tert-butyldiphenylsilyloxy)-5-hexyne (128217-23-2) → 13-(3-N-pentylureido)-N-(phenylsulfonyl)tridec-8(Z)-enamide (1402547-48-1)

Guidance literature:

Multi-step reaction with 11 steps

1.1: n-butyllithium / N,N,N,N,N,N-hexamethylphosphoric triamide; tetrahydrofuran; hexanes / 3.5 h / -78 - 0 °C / Inert atmosphere

1.2: 15 h / -78 - 20 °C

2.1: methanol / pyridinium p-toluenesulfonate / 10 h / 0 °C

3.1: hydrogen; sodium tetrahydroborate / ethylenediamine; nickel(II) acetate tetrahydrate / ethanol

4.1: Jones reagent / water; acetone / 3 h / -40 - -10 °C

5.1: toluene-4-sulfonic acid / 4 h / 20 °C

6.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 0.5 h / -20 - 0 °C / Inert atmosphere

6.2: 6 h / 0 - 20 °C

7.1: triphenylphosphine / tetrahydrofuran / 2 h / 20 °C

7.2: 8 h

8.1: tetrahydrofuran / 6 h

9.1: water; lithium hydroxide / tetrahydrofuran / 0 - 20 °C

9.2: 0 °C / pH 4

10.1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane; benzene / 12 h / 20 °C / Inert atmosphere

11.1: dmap / N,N,N,N,N,N-hexamethylphosphoric triamide / 24 h / 80 °C

With methanol; dmap; sodium tetrahydroborate; Jones reagent; n-butyllithium; di-isopropyl azodicarboxylate; water; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triphenylphosphine; lithium hydroxide; nickel(II) acetate tetrahydrate; pyridinium p-toluenesulfonate; toluene-4-sulfonic acid; ethylenediamine; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexanes; ethanol; dichloromethane; water; acetone; benzene; 4.1: Jones Oxidation;

upstream raw materials:

7-bromoheptyl alcohol

5-hexyl-1-ol

1-(tert-butyldiphenylsilyloxy)-5-hexyne

1,7-heptandiol