152964-70-0

Basic information

• Product Name: ethyl 2,3-di-O-benzyl-1-thio-β-D-glucopyranoside
• Synonyms: ethyl 2,3-di-O-benzyl-1-thio-β-D-glucopyranoside
• CAS NO: 152964-70-0
• Molecular Weight: 404.527
• Mol File: 152964-70-0.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: ethyl 2,3-di-O-benzyl-1-thio-β-D-glucopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 2,3-di-O-benzyl-1-thio-β-D-glucopyranoside(152964-70-0)
• EPA Substance Registry System: ethyl 2,3-di-O-benzyl-1-thio-β-D-glucopyranoside(152964-70-0)

Safety Data

• Hazardous Substances Data: 152964-70-0(Hazardous Substances Data)

Upstream product

• 141263-01-6 Ethyl 2,3-di-O-benzyl-4,6-O-benzylidene-1-thio-β-D-glucopyranoside 
• 197853-41-1 ethyl 2,3-di-O-benzyl-4,6-O-benzylidene-1-thio-β-D-glucopyranoside 
• 32934-24-0 ethyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-glucopyranoside 
• 492-61-5 β-D-glucose 
• 604-69-3 β-D-glucose pentaacetate 
• 100-39-0 benzyl bromide 
• 20701-61-5 ethyl 4,6-O-benzylidene-1-thio-β-D-glucopyranoside 
• 7473-36-1 ethyl 1-thio-β-D-glucopyranoside 
• 20701-61-5 ethyl 4,6-O-benzylidene-1-thio-β-D-glucopyranoside 

Downstream Products

• 39483-51-7 ethyl 2,3,4-tri-O-benzyl-1-thio-β-D-glucopyranoside 
• 141263-02-7 ethyl 2,3,6-tri-O-benzyl-1-thio-β-D-glucopyranoside 
• 214533-91-2 Succinic acid mono-((2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-6-ethylsulfanyl-3-hydroxy-tetrahydro-pyran-2-ylmethyl) ester 
• 346435-04-9 Ethyl 2,3-di-O-benzyl-6-O-triphenylmethyl-1-thio-β-D-glucopyranoside 
• 625837-17-4 ethyl 2,3-di-O-benzyl-4,6-O-phenylboronate-1-thio-β-D-glucopyranoside 
• 1055029-76-9 2,2,2-Trichloro-acetimidic acid (2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-6-ethylsulfanyl-3-hydroxy-tetrahydro-pyran-2-ylmethyl ester 
• 725228-66-0 ethyl 2,3-di-O-benzyl-1-thio-β-D-glucopyranosiduronic acid 
• 1431081-29-6 ethyl 2,3-di-O-benzyl-4,6-O-bis(4-O-benzylgalloyl)-1-thio-β-D-glucopyranoside 
• 1431081-25-2 ethyl 2,3-di-O-benzyl-4,6-O-bis(4-O-benzyl-3,5-di-O-methoxymethylgalloyl)-1-thio-β-D-glucopyranoside 

Relevant articles and documents

Picoloyl protecting group in synthesis: Focus on a highly chemoselective catalytic removal

The picoloyl ester (Pico) has proven to be a versatile protecting group in carbohydrate chemistry. It can be used for the purpose of stereocontrolling glycosylations via an H-bond-mediated Aglycone Delivery (HAD) method. It can also be used as a temporary protecting group that can be efficiently introduced and chemoselectively cleaved in the presence of practically all other common protecting groups used in synthesis. Herein, we will describe a new method for rapid, catalytic, and highly chemoselective removal of the picoloyl group using inexpensive copper(ii) or iron(iii) salts. This journal is

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This paper describes a total synthesis of (-)-strictinin, an ellagitannin that is 1-O-galloyl-4,6-O-(S)-hexahydroxydiphenoyl (HHDP)-β-d-glucose. In the study, total efficiency of the synthesis was improved to produce a 78% overall yield in 13 steps from d-glucose. In the synthesis, formation of the 4,6-(S)-HHDP bridge including the 11-membered bislactone ring was a key step, in which intramolecular aryl-aryl coupling was adopted. The coupling was oxidatively induced by CuCl2-n-BuNH2 with perfect control of the axial chirality, and the reaction conditions of this coupling were optimized thoroughly to achieve the quantitative formation of the bridge.

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