[3S,3(1S)]?-1-benzyl-3-hydroxy-7-iodo-3?-(2-oxo-1,3-bis?-triethylsilyloxy?propyl)?-1,3-dihydro?-indol?-2?-one

Base Information

• Chemical Name: [3S,3(1S)]?-1-benzyl-3-hydroxy-7-iodo-3?-(2-oxo-1,3-bis?-triethylsilyloxy?propyl)?-1,3-dihydro?-indol?-2?-one
• CAS No.: 1565804-24-1
• Molecular Formula: C₃₀H₄₄INO₅Si₂
• Molecular Weight: 681.759
• Mol file: 1565804-24-1.mol

Synonyms:[3S,3(1S)]?-1-benzyl-3-hydroxy-7-iodo-3?-(2-oxo-1,3-bis?-triethylsilyloxy?propyl)?-1,3-dihydro?-indol?-2?-one

Chemical Property of [3S,3(1S)]?-1-benzyl-3-hydroxy-7-iodo-3?-(2-oxo-1,3-bis?-triethylsilyloxy?propyl)?-1,3-dihydro?-indol?-2?-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [3S,3(1S)]?-1-benzyl-3-hydroxy-7-iodo-3?-(2-oxo-1,3-bis?-triethylsilyloxy?propyl)?-1,3-dihydro?-indol?-2?-one

There total 2 articles about [3S,3(1S)]?-1-benzyl-3-hydroxy-7-iodo-3?-(2-oxo-1,3-bis?-triethylsilyloxy?propyl)?-1,3-dihydro?-indol?-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:

1,3-bis-triethylsilyloxy-propan-2-one + 1-benzyl-7-iodo-isatin → [3S,3(1S)]?-1-benzyl-3-hydroxy-7-iodo-3?-(2-oxo-1,3-bis?-triethylsilyloxy?propyl)?-1,3-dihydro?-indol?-2?-one (1565804-24-1) + [3R,3(1R)]?-1-benzyl-3-hydroxy-7-iodo-3?-(2-oxo-1,3-bis?-triethylsilyloxy?propyl)?-1,3-dihydro?-indol?-2?-one

Guidance literature:

With (1R,2R)-1-aminoindan-2-ol; water; In dichloromethane; at 20 ℃; for 48h; Overall yield = 73 %; Overall yield = 2.4 g; Inert atmosphere;

DOI:10.1021/ol403675c

Reference yield:

triethylsilyl chloride (994-30-9) → [3S,3(1S)]?-1-benzyl-3-hydroxy-7-iodo-3?-(2-oxo-1,3-bis?-triethylsilyloxy?propyl)?-1,3-dihydro?-indol?-2?-one (1565804-24-1) + [3R,3(1R)]?-1-benzyl-3-hydroxy-7-iodo-3?-(2-oxo-1,3-bis?-triethylsilyloxy?propyl)?-1,3-dihydro?-indol?-2?-one

Guidance literature:

Multi-step reaction with 2 steps

1: 1H-imidazole / N,N-dimethyl-formamide / 72 h / 0 - 20 °C / Inert atmosphere

2: (1R,2R)-1-aminoindan-2-ol; water / dichloromethane / 48 h / 20 °C / Inert atmosphere

With 1H-imidazole; (1R,2R)-1-aminoindan-2-ol; water; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ol403675c

Reference yield:

triethylsilyl chloride (994-30-9) + [3S,3(1S)]?-1-benzyl-3-hydroxy-7-iodo-3?-(2-oxo-1,3-bis?-triethylsilyloxy?propyl)?-1,3-dihydro?-indol?-2?-one (1565804-24-1) → [3S,3(1S)]-1-benzyl-7-iodo-3-(2-oxo-1,3-bis-triethylsilyloxy-propyl)-3-triethylsilyloxy-1,3-dihydro-indol-2-one (1565804-36-5)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 18h; Inert atmosphere;

DOI:10.1021/ol403675c

upstream raw materials:

triethylsilyl chloride

Downstream raw materials:

[3S,3(1S)]-1-benzyl-3-(3-hydroxy-2-oxo-1-triethylsilyloxy-propyl)-7-iodo-3-triethylsilyloxy-1,3-dihydro-indol-2-one

[3S,3(1S)]-1-benzyl-7-iodo-3-(2-oxo-1,3-bis-triethylsilyloxy-propyl)-3-triethylsilyloxy-1,3-dihydro-indol-2-one