83461-40-9

Basic information

• Product Name: (R)-O-ISOPROPYLIDENE GLYCEROL MESYLATE
• Synonyms: (R)-O-ISOPROPYLIDENE GLYCEROL MESYLATE;1,3-DIOXOLANE-4-METHANOL, 2,2-DIMETHYL-, METHANESULFONATE, (4R)-;(R)-(-)-2,2-Dimethyl-1,3-dioxolane-4-methanol methanesulfonate
• CAS NO: 83461-40-9
• Molecular Formula: C₇H₁₄O₅S
• Molecular Weight: 210.25
• Mol File: 83461-40-9.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 322.4°C at 760 mmHg
• Flash Point: 148.8°C
• Appearance: /
• Density: 1.207g/cm³
• Vapor Pressure: 0.000528mmHg at 25°C
• Refractive Index: 1.445
• CAS DataBase Reference: (R)-O-ISOPROPYLIDENE GLYCEROL MESYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-O-ISOPROPYLIDENE GLYCEROL MESYLATE(83461-40-9)
• EPA Substance Registry System: (R)-O-ISOPROPYLIDENE GLYCEROL MESYLATE(83461-40-9)

Safety Data

• Hazardous Substances Data: 83461-40-9(Hazardous Substances Data)

Usage

General Description

(R)-O-ISOPROPYLIDENE GLYCEROL MESYLATE is a chemical compound with the molecular formula C8H14O6S. It is a mesylate derivative of isopropylidene glycerol, which is commonly used as a protecting group in organic synthesis. The mesylate group, which consists of a sulfur atom attached to a methanesulfonyl group, is often used as a leaving group in nucleophilic substitution reactions. (R)-O-ISOPROPYLIDENE GLYCEROL MESYLATE is a white to off-white solid and is soluble in a variety of organic solvents. It is primarily used in the pharmaceutical and chemical industries as a reagent for protecting hydroxyl groups in organic compounds.

InChI:InChI=1/C7H14O5S/c1-7(2)10-4-6(12-7)5-11-13(3,8)9/h6H,4-5H2,1-3H3/t6-/m1/s1

Upstream product

• 124-63-0 methanesulfonyl chloride 
• 14347-78-5 1,2-O-isopropylidene-D-glycerol 
• 4306-35-8 1,2-mono-O-isopropylidene-D-mannitol 
• 22323-82-6 (S)-(+)-(2,2-dimethyl-[1,3]dioxolan-4-yl)methanol 

Downstream Products

• 91944-36-4 2-[4-((S)-2,2-Dimethyl-[1,3]dioxolan-4-ylmethoxy)-phenyl]-5-thiophen-2-yl-1H-imidazole 
• 14437-87-7 (R)-(2,2-dimethyl-1,3-dioxolan-4-yl)methyl bromide 
• 23735-39-9 (R)-4-(iodomethyl)-2,2-dimethyl-1,3-dioxolane 
• 591235-75-5 (S)-4-[(4-fluorophenoxy)methyl]-2,2-dimethyl-1,3-dioxolane 
• 85820-82-2 (S)-1-azido-1-deoxy-2,3-O-isopropylidene-glycerol 
• 82954-65-2 [(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]methanamine 
• 851303-51-0 C₁₈H₂₆N₂O₅ 

Relevant articles and documents

1,2-DITHIOLANE AND DITHIOL COMPOUNDS USEFUL IN TREATING MUTANT EGFR-MEDIATED DISEASES AND CONDITIONS

Compositions of the invention comprise 1,2-dithiolane, dithiol and related compounds useful as therapeutic agents for the treatment and prevention of diseases and conditions associated with aberrant EGFR activity.

Metabolism of 2,3-dihydroxypropane-1-sulfonate by marine bacteria

Both enantiomers of the sulfoquinovose breakdown product 2,3-dihydroxypropane-1-sulfonate, an important sulfur metabolite produced by marine algae, were synthesised in a 34S-labelled form and used in feeding experiments with marine bacteria. The labelling was efficiently incorporated into the sulfur-containing antibiotic tropodithietic acid and sulfur volatiles by the algal symbiont Phaeobacter inhibens, but not into sulfur volatiles released by marine bacteria associated with crustaceans. The ecological implications and the relevance of these findings for the global sulfur cycle are discussed.

Synthesis and cytotoxicity evaluation of aryl triazolic derivatives and their hydroxymethine homologues against B16 melanoma cell line

In this manuscript we describe synthesis and cytotoxicity evaluation of some triazolic derivatives against B16 melanoma cell line. For this purpose, we transformed a set of aromatic aldehydes into terminal alkynes, using Besthmann-Ohira reagent, and we made the corresponding hydroxymethyl homologated alkynes by an acetylene Grignard reagent. These generated two sets of alkynes were then subjected to a copper(I)-catalyzed alkyne-azide cycloaddition reaction (CuAAC) using a solid-supported catalyst (Amberlyst A-21?CuI), with a third set composed of organic azides. Synthesized triazoles were then tested in?vitro against B16 melanoma cell line. Amongst them, compounds a1b1 (R1?=?p-nitrophenyl, R2?=?benzyl), a4b1 (R1?=?naphthyl, R2?=?benzyl) and a4b5 (R1?=?naphthyl, R2?=?(R/S)- dioxolane) showed the best activity against B16 melanoma cells, with IC50of 5.12, 3.89 and 6.60?μM respectively.