Mercaptoacetic acid benzyl ester

Base Information

• Chemical Name: Mercaptoacetic acid benzyl ester
• CAS No.: 7383-63-3
• Molecular Formula: C9H10O2S
• Molecular Weight: 182.243
• Mol file: 7383-63-3.mol

Synonyms:Acetic acid, mercapto-, phenylmethyl ester;

Chemical Property of Mercaptoacetic acid benzyl ester

Chemical Property:

• Vapor Pressure: 0.00272mmHg at 25°C
• Refractive Index: 1.554
• Boiling Point: 285.9 °C at 760 mmHg
• PKA: 7.94±0.10(Predicted)
• Flash Point: 182.7 °C
• PSA: 65.10000
• Density: 1.166 g/cm³
• LogP: 1.65960

Purity/Quality:

98%,99%, ^*data from raw suppliers

MercaptoaceticAcidBenzylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Mercaptoacetic acid benzyl ester

There total 2 articles about Mercaptoacetic acid benzyl ester 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: 80.0%

benzyl S-(4,4'-dimethoxytrityl)mercaptoacetate (1186663-59-1) → mercaptoacetic acid benzyl ester (7383-63-3)

Guidance literature:

With triethylsilane; trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1002/ejoc.200900271

Reference yield: 72.0%

mercaptoacetic acid (68-11-1) + benzyl alcohol (100-51-6,185532-71-2) → mercaptoacetic acid benzyl ester (7383-63-3)

Guidance literature:

With sulfuric acid; In toluene; for 2h; Heating;

DOI:10.1021/jm031066i

Reference yield: 98.0%

3-hydroxy-3-phenyl-2,3-dihydro-isoindol-1-one (6637-53-2,144252-21-1,144252-22-2) + mercaptoacetic acid benzyl ester (7383-63-3) → benzyl (S)-2-((3-oxo-1-phenylisoindolin-1-yl)thio)acetate

Guidance literature:

With (R)-3,3'-bis(2,4,6-triisopropylphenyl)binol phosphoric acid; In toluene; at 40 ℃; for 17h; Inert atmosphere; Molecular sieve;

DOI:10.1016/j.tetlet.2016.11.114

upstream raw materials:

mercaptoacetic acid

benzyl alcohol

benzyl S-(4,4'-dimethoxytrityl)mercaptoacetate

Downstream raw materials:

[(S)-1-(tert-Butyl-dimethyl-silanyl)-4-oxo-azetidin-2-ylmethylsulfanyl]-acetic acid benzyl ester

((R)-2,2-Dimethyl-[1,3]dioxolan-4-ylmethylsulfanyl)-acetic acid benzyl ester

benzyl 2-amino-4-pyrrolidinothieno[2,3-d]pyrimidine-6-carboxylate

((R)-2,3-Dihydroxy-propylsulfanyl)-acetic acid benzyl ester

Refernces

• 1、 Dong, Ya,Li, Ruining,Zhou, Junliang,Sun, Zhankui. "Synthesis of Unsymmetrical 1,4-Dicarbonyl Compounds by Photocatalytic Oxidative Radical Additions". supporting information. p. 6387 - 6390. Retrieved 2021/08/23.
• 2、 De Marco, Rosaria,Gioia, Maria Luisa Di,Leggio, Antonella,Liguori, Angelo,Viscomi, Maria Caterina. "Deprotectlon of N-Nosyl-α-amlno acids by using solid-supported mercaptoacetic acid". experimental part. p. 3795 - 3800. Retrieved 2009/12/05.