156051-47-7

Basic information

• Product Name: benzyl 2-(phenylthio)acetate
• Synonyms: benzyl 2-(phenylthio)acetate
• CAS NO: 156051-47-7
• Molecular Weight: 258.341
• Mol File: 156051-47-7.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: benzyl 2-(phenylthio)acetate(CAS DataBase Reference)
• NIST Chemistry Reference: benzyl 2-(phenylthio)acetate(156051-47-7)
• EPA Substance Registry System: benzyl 2-(phenylthio)acetate(156051-47-7)

Safety Data

• Hazardous Substances Data: 156051-47-7(Hazardous Substances Data)

Upstream product

• 156051-46-6 benzyl 2-(phenylsulfinyl)acetate 
• 108-98-5 thiophenol 
• 5437-45-6 Benzyl bromoacetate 
• 52267-51-3 benzyl diazoacetate 
• 3019-20-3 isopropylthiobenzene 
• 6228-98-4 phenylthioacetylene 
• 100-51-6 benzyl alcohol 

Downstream Products

• 190723-62-7 (1S,2S,4R,5R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-4-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-6-phenylsulfanyl-3-oxa-bicyclo[3.1.0]hexane-6-carboxylic acid benzyl ester 
• 152757-22-7 benzenesulphonylacetic acid benzyl ester 
• 156051-46-6 benzyl 2-(phenylsulfinyl)acetate 
• 1011458-65-3 benzyl 2-{[o-(benzhydryloxy)carbonylmethyl]phenyl}-2-(phenylthio)acetate 

Relevant articles and documents

Development of Chiral Organosuperbase Catalysts Consisting of Two Different Organobase Functionalities

In the field of chiral Br?nsted base catalysis, a new generation of chiral catalysts has been highly anticipated to overcome the intrinsic limitation of pronucleophiles that are applicable to the enantioselective reactions. Herein, we reveal conceptually new chiral Br?nsted base catalysts consisting of two different organobase functionalities, one of which functions as an organosuperbase and the other as the substrate recognition site. Their prominent activity, which stems from the distinctive cooperative function by the two organobases in a single catalyst molecule, was demonstrated in the unprecedented enantioselective direct Mannich-type reaction of α-phenylthioacetate as a less acidic pronucleophile. The present achievement would provide a new guiding principle for the design and development of chiral Br?nsted base catalysts and significantly broaden the utility of Br?nsted base catalysis in asymmetric organic synthesis.

Sulfonium ylide formation and subsequent C[sbnd]S bond cleavage of aromatic isopropyl sulfide catalyzed by hemin in aqueous solvent

Heme is an abundant and widely existed cofactor for a variety of metalloenzymes, whose broader use is generally impeded by its high instability and poor solubility. Here we report an environment-benign and efficient strategy for the sulfonium ylide formation and subsequent C[sbnd]S bond cleavage of aromatic isopropyl sulfides, which was catalyzed by hemin in assistance of Triton X-100. This aqueous catalytic system exhibited good functional group tolerance to a variety of sulfides and diazo esters. And the reaction mechanism was preliminarily proposed on the basis of designed reactions. Furthermore, the cleavage of C[sbnd]S bond followed by introducing a functional ester group to aromatic sulfides, may potentially be employed for the late stage functionalization (LSF) of organosulfur drug in the future.

MYOGLOBIN-BASED CATALYSTS FOR CARBENE TRANSFER REACTIONS

Methods are provided for carrying out carbene transfer transformations such as olefin cyclopropanation reactions, carbene heteroatom-H insertion reactions (heteroatom = N, S, Si), sigmatropic rearrangement reactions, and aldehyde olefination reactions with high efficiency and selectivity by using a novel class of myoglobin-based biocatalysts. These methods are useful for the synthesis of a variety of organic compounds which contain one or more new carbon-carbon or carbon-heteroatom (N, S, or Si) bond. The methods can be applied for conducting these transformations in vitro (i.e., using the biocatalyst in isolated form) and in vivo (i.e., using the biocatalyst in a whole cell system).