Benzenepropanoic acid, a-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-

Base Information

• Chemical Name: Benzenepropanoic acid, a-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-
• CAS No.: 137685-81-5
• Molecular Formula: C16H26O3Si
• Molecular Weight: 294.466
• Mol file: 137685-81-5.mol

Synonyms:

Chemical Property of Benzenepropanoic acid, a-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzenepropanoic acid, a-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-

There total 3 articles about Benzenepropanoic acid, a-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]- 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: 99.0%

tert-butyldimethylsilyl chloride (18162-48-6) + (RS)-2-hydroxymethyl-3-phenylpropionic acid (6811-98-9) → 3-(t-butyldimethylsilyl)oxy-2-benzyl-propanoic acid (137685-81-5)

Guidance literature:

tert-butyldimethylsilyl chloride; (RS)-2-hydroxymethyl-3-phenylpropionic acid; With 1H-imidazole; In dichloromethane; for 5h;

With lithium hydroxide; In dichloromethane; for 2h;

DOI:10.1002/bkcs.10831

Reference yield: 68.0%

methyl 2-benzyl-3-(t-butyldimethylsilyloxy)-propionate (137685-80-4) → 3-(t-butyldimethylsilyl)oxy-2-benzyl-propanoic acid (137685-81-5)

Guidance literature:

With potassium hydroxide; In methanol; at 0 - 20 ℃; for 5h;

DOI:10.1021/jm00077a004

Reference yield:

2-benzyl-3-hydroxypropionic acid methyl ester (85677-12-9) → 3-(t-butyldimethylsilyl)oxy-2-benzyl-propanoic acid (137685-81-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / imidazole / dimethylformamide / 1.5 h

2: 68 percent / 30percent aq. KOH / methanol / 5 h / 0 - 20 °C

With 1H-imidazole; potassium hydroxide; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/jm00077a004

upstream raw materials:

methyl 2-benzyl-3-(t-butyldimethylsilyloxy)-propionate

2-benzyl-3-hydroxypropionic acid methyl ester

tert-butyldimethylsilyl chloride

(RS)-2-hydroxymethyl-3-phenylpropionic acid

Refernces

• 1、 -. "New Compound Having Inhibition Activity to Factor XIa". Paragraph 0179-0183. . Retrieved 2021/05/17.
• 2、 -. "XANTHINE DERIVATIVES AS ADENOSINE A1 RECEPTOR ANTAGONISTS". . . Retrieved 2008/06/13.