(2R)-2-<2-(tert-Butyldimethylsiloxy)pyrrol-1-yl>-2-phenylethylbenzoate

Base Information

• Chemical Name: (2R)-2-<2-(tert-Butyldimethylsiloxy)pyrrol-1-yl>-2-phenylethylbenzoate
• CAS No.: 228098-63-3
• Molecular Formula: C₂₅H₃₁NO₃Si
• Molecular Weight: 421.612
• Mol file: 228098-63-3.mol

Synonyms:(2R)-2-<2-(tert-Butyldimethylsiloxy)pyrrol-1-yl>-2-phenylethylbenzoate

Chemical Property of (2R)-2-<2-(tert-Butyldimethylsiloxy)pyrrol-1-yl>-2-phenylethylbenzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R)-2-<2-(tert-Butyldimethylsiloxy)pyrrol-1-yl>-2-phenylethylbenzoate

There total 3 articles about (2R)-2-<2-(tert-Butyldimethylsiloxy)pyrrol-1-yl>-2-phenylethylbenzoate 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: 88.0%

t-butyldimethylsiyl triflate (69739-34-0) + (2R)-2-(2,5-Dihydro-2-oxopyrrol-1-yl)-2-phenylethylbenzoate (228098-62-2) → (2R)-2-<2-(tert-Butyldimethylsiloxy)pyrrol-1-yl>-2-phenylethylbenzoate (228098-63-3)

Guidance literature:

With triethylamine; In dichloromethane; for 1h; Ambient temperature;

DOI:10.1055/s-1999-3434

Reference yield:

cis,trans-2,5-dimethoxytetrahydrofuran (696-59-3) + t-butyldimethylsiyl triflate (69739-34-0) + Benzoic acid (R)-2-amino-2-phenyl-ethyl ester → (2R)-2-<2-(tert-Butyldimethylsiloxy)pyrrol-1-yl>-2-phenylethylbenzoate (228098-63-3)

Guidance literature:

cis,trans-2,5-dimethoxytetrahydrofuran; Benzoic acid (R)-2-amino-2-phenyl-ethyl ester; With hydrogenchloride; at 20 ℃; for 3h;

t-butyldimethylsiyl triflate; With triethylamine; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1055/s-2002-34232

Reference yield:

benzoyl chloride (98-88-4) → (2R)-2-<2-(tert-Butyldimethylsiloxy)pyrrol-1-yl>-2-phenylethylbenzoate (228098-63-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 65 percent / pyridine / 0.17 h / 0 °C

2: 88 percent / Et₃N / CH₂Cl₂ / 1 h / Ambient temperature

With pyridine; triethylamine; In dichloromethane;

DOI:10.1055/s-1999-3434

upstream raw materials:

t-butyldimethylsiyl triflate

(2R)-2-(2,5-Dihydro-2-oxopyrrol-1-yl)-2-phenylethylbenzoate

cis,trans-2,5-dimethoxytetrahydrofuran

benzoyl chloride

Downstream raw materials:

(2R)-2-<(2R)-2,5-Dihydro-2-<(1R)-1-hydroxy-3-phenylpropyl>-5-oxopyrrol-1-yl>-2-phenylethylbenzoate