628308-75-8

Basic information

• Product Name: (2S,3S,4R,5R,6S)-2-methyl-6-(p-tolylthio)tetrahydro-2H-pyranol
• Synonyms: (2S,3S,4R,5R,6S)-2-methyl-6-(p-tolylthio)tetrahydro-2H-pyranol
• CAS NO: 628308-75-8
• Molecular Weight: 270.35
• Mol File: 628308-75-8.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: (2S,3S,4R,5R,6S)-2-methyl-6-(p-tolylthio)tetrahydro-2H-pyranol(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,3S,4R,5R,6S)-2-methyl-6-(p-tolylthio)tetrahydro-2H-pyranol(628308-75-8)
• EPA Substance Registry System: (2S,3S,4R,5R,6S)-2-methyl-6-(p-tolylthio)tetrahydro-2H-pyranol(628308-75-8)

Safety Data

• Hazardous Substances Data: 628308-75-8(Hazardous Substances Data)

Usage

General Description

The chemical "(2S,3S,4R,5R,6S)-2-methyl-6-(p-tolylthio)tetrahydro-2H-pyranol" is a compound with a molecular formula of C15H22OS. It is a five-membered ring containing a sulfur atom and a methyl group attached to it, as well as an oxygen atom and a p-tolyl group. (2S,3S,4R,5R,6S)-2-methyl-6-(p-tolylthio)tetrahydro-2H-pyranol belongs to the class of tetrahydropyrans and has stereochemistry designated by the (2S,3S,4R,5R,6S) configuration. It may have potential uses in the pharmaceutical or chemical industries, and its specific properties and intended applications would depend on further research and testing.

Upstream product

• 106-45-6 para-thiocresol 
• 6014-42-2 L-rhamnose 
• 7404-35-5 1,2,3,4-tetra-O-acetyl-L-rhamnopyranose 
• 73-34-7 L-rhamnose 
• 620951-70-4 p-tolyl 2,3,4-tri-O-acetyl-1-thio-α-L-rhamnopyranoside 

Downstream Products

• 1600528-72-0 2,3,4,6-tetra-O-(2-naphthyl)methyl-α-D-glucopyranosyl diphenylphosphate 
• 1393471-85-6 tolyl O-(2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-(1->4)-2,3-di-O-isopropylidene-1-thio-α-L-rhamnopyranoside 
• 851625-43-9 p-tolyl 4-O-acetyl-2,3-O-isopropylidene-1-thio-α-L-rhamnopyranoside 
• 791836-43-6 para-tolyl 2-O-allyl-3,4-di-O-benzyl-1-thio-α-L-rhamnopyranoside 
• 791836-35-6 (2'S,3'S)-para-tolyl 2-O-allyl-3,4-O-(2',3'-dimethoxybutan-2',3'-diyl)-1-thio-α-L-rhamnopyranoside 

Relevant articles and documents

Modular and scalable synthesis of nematode pheromone ascarosides: Implications in eliciting plant defense response

A highly efficient and modular synthesis of nematode pheromone ascarosides was developed, which highlights a 4-step scalable synthesis of the common intermediate 10 in 23percent yield from commercially available l-rhamnose by using orthoesterification/benzylation/orthoester rearrangement as the key step. Six diverse ascarosides were synthesized accordingly. Notably, biological investigations revealed that ascrNo.1 and ascrNo.18 treatment resulted in enhanced callose accumulation in Arabidopsis leaves. And ascrNo.18 also increased the expression of defense-related genes such as PR1, PDF1.2, LOX2 and AOS, which might contribute to the enhanced plant defense responses. This study not only allows a facile access to 1-O, 2-O, and 4-O substituted ascarosides, but also provides valuable insights into their biological activities in inducing plant defense response, as well as their mode of action.

Synthesis of the rhamnosyl trisaccharide repeating unit to mimic the antigen determinant of Pseudomonas syringae lipopolysaccharide

The trisaccharide 2,3,4-O-tribenzyl-α-L-rhamnosyl-(1→3)-4-O- acetyl-2-O-benzoyl-(1→2)-4-O-acetyl-3-O-benzoyl-α-L-rhamnosyl-1-(4- tolyl)thio-α-L-rhamnopyranoside was prepared from the thio-sugar 1-(4-tolyl)thio-α,β-L-rhamnopyranoside from the nonreducing e