4-(3-phenylpropyl)-1-(2-(trimethylsilyl)ethoxymethyl)-1H-pyrrole-2-carbaldehyde

Base Information

• Chemical Name: 4-(3-phenylpropyl)-1-(2-(trimethylsilyl)ethoxymethyl)-1H-pyrrole-2-carbaldehyde
• CAS No.: 1191423-01-4
• Molecular Formula: C₂₀H₂₉NO₂Si
• Molecular Weight: 343.541
• Mol file: 1191423-01-4.mol

Synonyms:4-(3-phenylpropyl)-1-(2-(trimethylsilyl)ethoxymethyl)-1H-pyrrole-2-carbaldehyde

Chemical Property of 4-(3-phenylpropyl)-1-(2-(trimethylsilyl)ethoxymethyl)-1H-pyrrole-2-carbaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(3-phenylpropyl)-1-(2-(trimethylsilyl)ethoxymethyl)-1H-pyrrole-2-carbaldehyde

There total 1 articles about 4-(3-phenylpropyl)-1-(2-(trimethylsilyl)ethoxymethyl)-1H-pyrrole-2-carbaldehyde 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: 51.0%

C14H15NO (1191423-77-4) + (2-trimethylethylsilylethoxy)methyl chloride (76513-69-4) → 4-(3-phenylpropyl)-1-(2-(trimethylsilyl)ethoxymethyl)-1H-pyrrole-2-carbaldehyde (1191423-01-4)

Guidance literature:

C₁₄H₁₅NO; With potassium tert-butylate; In N,N-dimethyl-formamide; at 0 - 20 ℃; Inert atmosphere;

(2-trimethylethylsilylethoxy)methyl chloride; In N,N-dimethyl-formamide; at 0 ℃; for 1h; Inert atmosphere;

DOI:10.1248/cpb.59.579

Reference yield:

2-(N-t-butyoxycarbonylamino)histamine (950766-38-8) + 4-(3-phenylpropyl)-1-(2-(trimethylsilyl)ethoxymethyl)-1H-pyrrole-2-carbaldehyde (1191423-01-4) → C30H45N5O3Si (1191423-20-7)

Guidance literature:

DOI:10.1016/j.bmcl.2009.07.099

Reference yield:

4-(3-phenylpropyl)-1-(2-(trimethylsilyl)ethoxymethyl)-1H-pyrrole-2-carbaldehyde (1191423-01-4) → tert-butyl [4-(4-(3-phenylpropyl)-1-(2-(trimethylsilyl)ethoxymethyl)-1H-pyrrol-2-yl)-1H-imidazo[4,5-c]pyridin-2-yl]carbamate (1191423-33-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: ethanol / 50 °C / Inert atmosphere

2.1: dimethyl sulfoxide; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / 20 °C / Inert atmosphere

2.2: 20 °C / Inert atmosphere

With dimethyl sulfoxide; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In ethanol; 1.1: Pictet-Spengler cyclisation;

DOI:10.1248/cpb.59.579

upstream raw materials:

C₁₄H₁₅NO

(2-trimethylethylsilylethoxy)methyl chloride

Downstream raw materials:

C₃₀H₄₅N₅O₃Si

tert-butyl [4-(4-(3-phenylpropyl)-1-(2-(trimethylsilyl)ethoxymethyl)-1H-pyrrol-2-yl)-1H-imidazo[4,5-c]pyridin-2-yl]carbamate

tert-butyl [4-(5-bromo-4-(3-phenylpropyl)-1-(2-(trimethylsilyl)ethoxymethyl)-1H-pyrrol-2-yl)-1H-imidazo[4,5-c]pyridin-2-yl]carbamate

tert-butyl [4-(3,5-dibromo-4-(3-phenylpropyl)-1-(2-(trimethylsilyl)ethoxymethyl)-1H-pyrrol-2-yl)-1H-imidazo[4,5-c]pyridin-2-yl]carbamate