(S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(4-(N,Nbis(2,4-dimethoxybenzyl)sulfamoyl)-1-trityl-1H-imidazol-2-yl)-propanoic acid

Base Information

• Chemical Name: (S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(4-(N,Nbis(2,4-dimethoxybenzyl)sulfamoyl)-1-trityl-1H-imidazol-2-yl)-propanoic acid
• CAS No.: 1360157-18-1
• Molecular Formula: C₅₈H₅₄N₄O₁₀S
• Molecular Weight: 999.154
• Mol file: 1360157-18-1.mol

Synonyms:(S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(4-(N,Nbis(2,4-dimethoxybenzyl)sulfamoyl)-1-trityl-1H-imidazol-2-yl)-propanoic acid

Chemical Property of (S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(4-(N,Nbis(2,4-dimethoxybenzyl)sulfamoyl)-1-trityl-1H-imidazol-2-yl)-propanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(4-(N,Nbis(2,4-dimethoxybenzyl)sulfamoyl)-1-trityl-1H-imidazol-2-yl)-propanoic acid

There total 3 articles about (S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(4-(N,Nbis(2,4-dimethoxybenzyl)sulfamoyl)-1-trityl-1H-imidazol-2-yl)-propanoic acid 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: 86.0%

(S)-methyl-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(4-(N,N-bis(2,4-dimethoxybenzyl)sulfamoyl)-1-trityl-1H-imidazol-2-yl)propanoate (1360157-23-8) → (S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(4-(N,Nbis(2,4-dimethoxybenzyl)sulfamoyl)-1-trityl-1H-imidazol-2-yl)-propanoic acid (1360157-18-1)

Guidance literature:

With trimethyltin(IV) hydroxide; In 1,2-dichloro-ethane; at 65 ℃; for 18h;

DOI:10.1021/jo2025702

Reference yield:

N,N-bis(2,4-dimethoxybenzyl)-1H-imidazole-4-sulfonamide (1360157-19-2) → (S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(4-(N,Nbis(2,4-dimethoxybenzyl)sulfamoyl)-1-trityl-1H-imidazol-2-yl)-propanoic acid (1360157-18-1)

Guidance literature:

Multi-step reaction with 4 steps

1.1: potassium tert-butylate / N,N-dimethyl-formamide / 0.33 h

1.2: 18 h / 0 - 20 °C

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.33 h / -30 °C / Inert atmosphere

2.2: 0.33 h / -30 - -5 °C / Inert atmosphere

3.1: iodine; zinc / N,N-dimethyl-formamide

3.2: 2 h / 40 °C

4.1: trimethyltin(IV) hydroxide / 1,2-dichloro-ethane / 18 h / 65 °C

With n-butyllithium; potassium tert-butylate; iodine; trimethyltin(IV) hydroxide; zinc; In tetrahydrofuran; hexane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; 3.1: Negishi coupling reaction / 3.2: Negishi coupling reaction;

DOI:10.1021/jo2025702

Reference yield:

N,N-bis(2,4-dimethoxybenzyl)-1-trityl-1H-imidazole-4-sulfonamide (1360157-20-5) → (S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(4-(N,Nbis(2,4-dimethoxybenzyl)sulfamoyl)-1-trityl-1H-imidazol-2-yl)-propanoic acid (1360157-18-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.33 h / -30 °C / Inert atmosphere

1.2: 0.33 h / -30 - -5 °C / Inert atmosphere

2.1: iodine; zinc / N,N-dimethyl-formamide

2.2: 2 h / 40 °C

3.1: trimethyltin(IV) hydroxide / 1,2-dichloro-ethane / 18 h / 65 °C

With n-butyllithium; iodine; trimethyltin(IV) hydroxide; zinc; In tetrahydrofuran; hexane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; 2.1: Negishi coupling reaction / 2.2: Negishi coupling reaction;

DOI:10.1021/jo2025702

upstream raw materials:

(S)-methyl-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(4-(N,N-bis(2,4-dimethoxybenzyl)sulfamoyl)-1-trityl-1H-imidazol-2-yl)propanoate

N,N-bis(2,4-dimethoxybenzyl)-1H-imidazole-4-sulfonamide

N,N-bis(2,4-dimethoxybenzyl)-1-trityl-1H-imidazole-4-sulfonamide

Downstream raw materials:

C₂₅H₃₅N₉O₇S