4096-62-2

Basic information

• Product Name: Methyl 3,4-O-Isopropylidene-β-L-erythro-pentopyranosid-2-ulose
• Synonyms: Methyl 3,4-O-Isopropylidene-β-L-erythro-pentopyranosid-2-ulose;3,4-O-(1-Methylethylidene)-β-L-erythro-pentopyranosid-2-ulose;Methyl 3,4-O-Isopropylidene-L-erythro-pentopyranosidulose
• CAS NO: 4096-62-2
• Molecular Formula: C₉H₁₄O₅
• Molecular Weight: 202.20446
• Product Categories: Chiral Reagents;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 4096-62-2.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• Solubility: Chloroform, Dichloromethane. Ethyl Acetate
• CAS DataBase Reference: Methyl 3,4-O-Isopropylidene-β-L-erythro-pentopyranosid-2-ulose(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 3,4-O-Isopropylidene-β-L-erythro-pentopyranosid-2-ulose(4096-62-2)
• EPA Substance Registry System: Methyl 3,4-O-Isopropylidene-β-L-erythro-pentopyranosid-2-ulose(4096-62-2)

Safety Data

• Hazardous Substances Data: 4096-62-2(Hazardous Substances Data)

Usage

Chemical Properties

White Solid

Upstream product

• 6960-39-0 methyl 3,4-O-isopropylidene-β-L-arabinopyranoside 
• 87-72-9 L-(+)-arabinose 
• 91-09-8 methyl β-L-arabinopyranoside 
• 7296-56-2 β-L-arabinopyranose 

Downstream Products

• 24558-73-4 Methyl-3,4-O-isopropyliden-β-L-ribosid 
• 55898-19-6 2S-methoxytetrahydropyran-3,4-dione 4-phenylhydrazone 
• 55898-21-0 3,4-O-isopropylidene-L-erythro-pentosazone 
• 90986-99-5 methyl 3,4-O-isopropylidene-β-L-erythro-pentopyranosidulose syn-phenylhydrazone 
• 90986-99-5 methyl 3,4-O-isopropylidene-β-L-erythro-pentopyranosidulose anti-phenylhydrazone 
• 817620-70-5 (3aS,6S,7aR)-6-Methoxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol 
• 87-72-9 L-ribose 
• 91-09-8 methyl β-L-arabinopyranoside 
• 4421-83-4 methyl 3,4-O-isopropylidene-2-O-p-tolylsulfonyl-β-L-ribopyranoside 
• 55898-23-2 methyl 4-deoxy-α-D-glycero-pentopyranosid-3-ulose phenylhydrazone 
• 55898-24-3 methyl 3,4-dideoxy-3-salicylideneamino-α-D-erythro-pentopyranoside 
• 90987-05-6 methyl 3-benzamido-2-O-benzoyl-3,4-dideoxy-α-D-erythro-pentopyranoside 

Relevant articles and documents

Catalytic asymmetric epoxidation of alkenes with arabinose-derived uloses

Four L-erythro-2-uloses were readily prepared from L-arabinose via a reaction sequence involving Fischer glycosidation, acetalization and oxidation. Bulky steric sensors at the anomeric center could enhance the stereoselectivity of the dioxirane epoxidation and one of the uloses performed with good enantioselectivity towards trans-stilbene (up to 90% ee). However, the catalysts decomposed during the epoxidation and the maximum chemical yield was only 13% under the basic conditions. Three L-threo-3-uloses could overcome the decomposition problem based on the electron withdrawing effect of the ester group(s) α to the ketone functionality. The best chemical yield was up to 93% using a ketone with two flanking ester groups. One of the improved uloses displayed moderate enantioselectivity towards trans-disubstituted and trisubstituted alkenes (40-68% ee).

Synthesis of 13C-Labeled Patulin [4-Hydroxy-4H-furo[3,2-c]pyran-2(6H)-one] to Be Used as Internal Standard in a Stable Isotope Dilution Assay

A synthetic route was established for the preparation of [13C2]-4-hydroxy-4H-furo[3,2-c]pyran-2(6H)-one (patulin) to be used in a stable isotope dilution assay. Mass spectral analyses were performed using electron impact ionization (EI), negative electrospray ionization (ESI), collision-induced dissociation (CID), and atmospheric pressure ionization. Fragmentation routes in the EI mode and in CID were concluded and compared with each other.

Synthesis of 2-amino-2-deoxyarabinose hydrochloride

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