141263-02-7

Basic information

• Product Name: Ethyl 2,3,6-tri-O-benzyl-1-thio-b-D-glucopyranoside
• Synonyms: Ethyl 2,3,6-tri-O-benzyl-1-thio-b-D-glucopyranoside;ETHYL 2,3,6-TRI-O-BENZYL-1-THIO-β-D-GLUCOPYRANOSIDE;Ethyl 2,3,6-tri-O-benzyl-beta-D-thioglucopyranoside;Ethyl 2,3,6-tri-O-benzyl-b-D-thioglucopyranoside
• CAS NO: 141263-02-7
• Molecular Formula: C₂₉H₃₄O₅S
• Molecular Weight: 494.64226
• Mol File: 141263-02-7.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Ethyl 2,3,6-tri-O-benzyl-1-thio-b-D-glucopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl 2,3,6-tri-O-benzyl-1-thio-b-D-glucopyranoside(141263-02-7)
• EPA Substance Registry System: Ethyl 2,3,6-tri-O-benzyl-1-thio-b-D-glucopyranoside(141263-02-7)

Safety Data

• Hazardous Substances Data: 141263-02-7(Hazardous Substances Data)

Usage

General Description

Ethyl 2,3,6-tri-O-benzyl-1-thio-b-D-glucopyranoside is a chemical compound commonly used in organic synthesis and carbohydrate chemistry. It is a derivative of glucose, with three benzyl groups attached to the hydroxyl groups at positions 2, 3, and 6, and a sulfur atom linked to the anomeric carbon. Ethyl 2,3,6-tri-O-benzyl-1-thio-b-D-glucopyranoside is often employed as a protecting group in the synthesis of complex carbohydrates and glycosides, as well as in the preparation of various bioactive molecules and pharmaceuticals. Its unique structure and reactivity make it a valuable building block in the production of diverse chemical compounds with potential applications in medicine, biology, and materials science.

Upstream product

• 1415590-57-6 ethyl 2,3,6-tri-O-benzyl-4-O-picoloyl-1-thio-β-D-glucopyranoside 
• 7473-36-1 ethyl 1-thio-β-D-glucopyranoside 
• 100-39-0 benzyl bromide 
• 1125-88-8 benzaldehyde dimethyl acetal 
• 20701-61-5 ethyl 4,6-O-benzylidene-1-thio-β-D-glucopyranoside 
• 20701-61-5 ethyl 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 
• 141263-01-6 Ethyl 2,3-di-O-benzyl-4,6-O-benzylidene-1-thio-β-D-glucopyranoside 
• 152964-70-0 ethyl 2,3-di-O-benzyl-1-thio-β-D-glucopyranoside 

Downstream Products

• 141263-03-8 ethyl 4-O-acetyl-2,3,6-tri-O-benzyl-1-thio-β-D-glucopyranoside 
• 152964-73-3 ethyl 2,3,6-tri-O-benzyl-4-O-(2,3-di-O-benzyl-β-D-glucopyranosyl)-1-thio-β-D-glucopyranoside 
• 141263-05-0 Benzyl 2,4-di-O-benzyl-3-O-(2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-α-L-rhamnopyranoside 
• 141263-11-8 Methyl 2,4-di-O-benzyl-3-O-<2,3,6-tri-O-benzyl-4-O-(2,4,6-tri-O-acetyl-β-D-galactopyranosyl)-α-D-glucopyranosyl>-α-L-rhamnopyranoside 
• 141279-96-1 Methyl-2,4-di-O-benzyl-3-O-<2,3,6-tri-O-benzyl-4-O-(2,4,6-tri-O-acetyl-3-O-allyl-β-D-galactopyranosyl)-α-D-glucopyranosyl>-α-L-rhamnopyranioside 
• 141263-10-7 1-O-Acetyl-2,4-di-O-benzyl-3-O-<2,3,6-tri-O-benzyl-4-O-(2,4,6-tri-O-acetyl-3-O-allyl-β-D-galactopyranosyl)-α-D-glucopyranosyl>-α-L-rhamnopyraniose 
• 141263-23-2 Benzyl 3-O-(4-O-acetyl-2,3,6-tri-O-benzyl-β-D-glucopyranosyl)-2,4-di-O-benzyl-α-L-rhamnopyranoside 
• 141263-04-9 Benzyl 3-O-(4-O-acetyl-2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-2,4-di-O-benzyl-α-L-rhamnopyranoside 

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

Synthesis of trisaccharide methyl glycosides related to fragments of the capsular polysaccharide of Streptococcus pneumoniae type 18C

The synthesis is reported of methyl 3-0-(4-0-β-D-galactopyranosyl-α-D-glucopyranosyl)-α-L- rhamnopyranoside (1), methyl 2-0-α-D-glucopyranosyl-4-0-β-D-glucopyranosyl-β-D- galactopyranoside (3), methyl 3-0-(4-0-β-D-galactopyranosyl-α-D-glucopyranosyl)-α-L-