4137-56-8

Basic information

• Product Name: Methyl 2,3-O-isopropylidene-5-O-(p-tolylsulfonyl)-beta-D-ribofuranoside
• Synonyms: Methyl 2,3-O-isopropylidene-5-O-toluenesulfonyl-beta-D-ribofuranoside;Methyl 2,3-O-isopropylidene-5-O-tosyl-beta-D-ribofuranoside min. 99%;Methyl ,3-O-isopropylidene-5-O-(p-tolylsulfonyl)-beta-D-ribofuranoside;((3aR,4R,6R,6aR);-6-Methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl);METHYL 2,3-O-ISOPROPYLIDENE-5-O-(4-TOLUENESULFONYL)-BETA-D-RIBOFURANOSIDE;METHYL 2,3-O-ISOPROPYLIDENE-5-O-P-TOLYLSULFONYL-B-D-RIBOFURANOSIDE;METHYL 2,3-O-ISOPROPYLIDENE-5-O-(P-TOLYLSULFONYL)-BETA-D-RIBOFURANOSIDE
• CAS NO: 4137-56-8
• Molecular Formula: C₁₆H₂₂O₇S
• Molecular Weight: 358.41
• Product Categories: 13C & 2H Sugars;Carbohydrates & Derivatives;Carbohydrates;Carbohydrates A to;Carbohydrates M-OBiochemicals and Reagents;Monosaccharide
• Mol File: 4137-56-8.mol
• Article Data: 41

Chemical Properties

• Melting Point: 83-84°C
• Boiling Point: 475.3 °C at 760 mmHg
• Flash Point: 241.3 °C
• Appearance: Crystalline Solid
• Density: 1.33 g/cm³
• Vapor Pressure: 9.61E-09mmHg at 25°C
• Refractive Index: 1.555
• Storage Temp.: −20°C
• CAS DataBase Reference: Methyl 2,3-O-isopropylidene-5-O-(p-tolylsulfonyl)-beta-D-ribofuranoside(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 2,3-O-isopropylidene-5-O-(p-tolylsulfonyl)-beta-D-ribofuranoside(4137-56-8)
• EPA Substance Registry System: Methyl 2,3-O-isopropylidene-5-O-(p-tolylsulfonyl)-beta-D-ribofuranoside(4137-56-8)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 4137-56-8(Hazardous Substances Data)

Usage

Description

Methyl 2,3-O-isopropylidene-5-O-(p-tolylsulfonyl)-beta-D-ribofuranoside, with the CAS number 4137-56-8, is a crystalline solid compound that plays a significant role in organic synthesis. It is characterized by its unique chemical structure, which contributes to its various applications in different industries.

Uses

Used in Organic Synthesis:
Methyl 2,3-O-isopropylidene-5-O-(p-tolylsulfonyl)-beta-D-ribofuranoside is used as a key intermediate in the synthesis of various organic compounds. Its unique structure allows for the creation of a wide range of molecules with diverse properties and applications.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, Methyl 2,3-O-isopropylidene-5-O-(p-tolylsulfonyl)-beta-D-ribofuranoside is used as a building block for the development of new drugs. Its ability to form various molecular structures makes it a valuable asset in the design and synthesis of novel therapeutic agents.
Used in Chemical Research:
Methyl 2,3-O-isopropylidene-5-O-(p-tolylsulfonyl)-beta-D-ribofuranoside is also utilized in chemical research to study the properties and reactions of complex organic molecules. Its crystalline solid form provides a stable platform for researchers to investigate various chemical reactions and mechanisms.

InChI:InChI=1/C16H22O7S/c1-10-5-7-11(8-6-10)24(17,18)20-9-12-13-14(15(19-4)21-12)23-16(2,3)22-13/h5-8,12-15H,9H2,1-4H3/t12-,13-,14-,15-/m1/s1

Upstream product

• 4099-85-8 ((3aR,4R,6R,6aR)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methanol 
• 98-59-9 p-toluenesulfonyl chloride 
• 36468-53-8 β-D-ribofuranose 
• 4099-85-8 methyl 2,3-O-isopropylidene-D-ribofuranoside 
• 1824-96-0 methyl ribofuranoside 
• 10257-32-6 D-ribose 
• 532-20-7 D-Ribose 
• 67-56-1 methanol 
• 67-64-1 acetone 
• 77-76-9 2,2-dimethoxy-propane 
• 50-69-1 D-ribose 
• 7473-45-2 1-O-methyl-D-ribofuranose 

Downstream Products

• 6329-23-3 Methyl-2,3-O-isopropyliden-5-desoxy-5--D-ribofuranosid 
• 38838-06-1 methyl 5-deoxy-5-iodo-2,3-isopropylidene-β-D-ribofuranoside 
• 23202-81-5 methyl 5-deoxy-2,3-O-isopropylidene-β-D-ribofuranoside 
• 4099-85-8 ((3aR,4R,6R,6aR)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methanol 
• 27821-07-4 1,2,3-tri-O-acetyl-5-deoxy-β-D-ribofuranose 
• 158513-63-4 methyl 5-S-benzyl-2,3-O-isopropylidene-5-thio-β-D-ribofuranoside 
• 155934-55-7 (4R,5R)-2,2-dimethyl-5-vinyl-[1,3]dioxolane-4-carbaldehyde 
• 13039-75-3 5′-deoxyribose 
• 7702-12-7 methyl-{5-[bis-(2-chloro-ethyl)-amino]-O²,O³-isopropylidene-5-deoxy-β-D-ribofuranoside}; hydrochloride 
• 23656-67-9 S-methyl-5-thio-D-ribose 
• 345898-95-5 N-(((4S,5R)-2,2-dimethyl-5-vinyl-1 ,3-dioxolan-4-yl)methylene)-1-phenylmethanamine oxide 
• 376608-75-2 2-({(3aR,4S,6R,6aS)-6-[7-chloro-5-(propylthio)-3H-[1,2,3]triazolo[4,5-d]pyrimidine-3-yl]-2,2-dimethyltetrahydro-3aH-cyclopentadiene[d][1,3]dioxolene-4-yl}oxy)ethanol 
• 376608-74-1 2-[((3aR,4S,6R,6aS)-6-[[5-amino-6-chloro-2-(propylsulfanyl)-4-pyrimidinyl]amino]-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)oxy]-1-ethanol 
• 274693-55-9 [3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol 

Relevant articles and documents

[18F]-5-Fluoro-5-deoxyribose, an efficient peptide bioconjugation ligand for positron emission tomography (PET) imaging

[18F]-5-Fluoro-5-deoxyribose ([18F]-FDR) conjugates much more rapidly than [18F]-FDG under mild reaction conditions to peptides and offers new prospects for mild and rapid bioconjugation for fluorine-18 labelling in PET imaging.

A facile ultrasound-assisted synthesis of methyl 2,3-O-isopropylidene-β-D-ribofuranoside from D-ribose and its use to prepare new 1,2,3-triazole glycoconjugates

The conversion of D-ribose into its 2,3-O-isopropylidene derivative using ultrasonic irradiation is described. The ultrasound proved to be an excellent alternative as the energy source for the reaction. Different reaction times were investigated, and shorter reaction times and high yield were achieved without the need for purification of the acetonide. The compound was then applied as the starting material in the synthesis of 23 new glycoconjugates of 1,2,3-triazole that are tethered together in different ways. The synthesized compounds were characterized by FTIR, 1H NMR, 13C NMR, and HRMS techniques.

Synthesis and biological evaluation of benzo[f]indole-4,9-diones n-linked to carbohydrate chains as new type of antitumor agents

In this work, we report the synthesis of three series of carbohydrate-based benzo[f]indole-4,9-diones and amino-1,4-naphthoquinone derivatives and evaluated their cytotoxic activity against eight human cancer cell lines. Several compounds showed a promising cytotoxic activity toward the tumor cell lines (half maximal inhibitory concentration (IC50) 10.0 μM). The importance of the substitution pattern of the quinone derivatives on the antitumor activity was also discussed. 3-Carboethoxy-2-methyl-benzo[f]indole-4,9-dione derivatives were more cytotoxic than their parent compounds and amino-1,4-naphthoquinones. Unlike clinically useful anticancer agent doxorubicin, the majority of synthesized compounds did not exhibit any lytic effects against erythrocytes or normal human leukocytes.