38088-60-7

Basic information

• Product Name: methyl 3,4-O-isopropylidene-β-L-arabinopyranoside
• Synonyms: methyl 3,4-O-isopropylidene-β-L-arabinopyranoside
• CAS NO: 38088-60-7
• Molecular Weight: 204.223
• Mol File: 38088-60-7.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: methyl 3,4-O-isopropylidene-β-L-arabinopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 3,4-O-isopropylidene-β-L-arabinopyranoside(38088-60-7)
• EPA Substance Registry System: methyl 3,4-O-isopropylidene-β-L-arabinopyranoside(38088-60-7)

Safety Data

• Hazardous Substances Data: 38088-60-7(Hazardous Substances Data)

Upstream product

• 77-76-9 2,2-dimethoxy-propane 
• 91-09-8 methyl β-L-arabinopyranoside 
• 67-64-1 acetone 
• 5328-37-0 L-arabinose 
• 100924-40-1 2,3,4-tri-O-acetyl-L-arabinose 
• 5139-19-5 2,3,4,5-tetra-O-acetyl-L-arabinose 
• 91-09-8 methyl β-D-ribopyranoside 
• 116-11-0 2-Methoxypropene 
• 4594-60-9 methyl 3,4-O-isopropylidene-β-D-arabinopyranoside 
• 4096-64-4 methyl 3,4-O-isopropylidene-β-D-erythro-pentopyranosid-2-ulose 
• 51830-02-5 bromo-2,3,4-O-triacetyl-α/β-L-arabinopyranoside 
• 261176-74-3 O-(2,3,4-tri-O-acetyl-α-L-arabinosyl)trichloroacetimidate 
• 21615-78-1 methyl 2,3,4-tri-O-acetyl-α-L-arabinopyranoside 

Downstream Products

• 53796-89-7 methyl 3,4-O-isopropylidene-2-O-p-tolylsulfonyl-β-D-ribopyranoside 
• 105260-80-8 methyl 2-O-acetyl-3-O-trityl-β-L-arabinopyranoside 
• 105260-81-9 methyl 2-O-acetyl-4-O-trityl-α-L-arabinopyranoside 
• 105260-79-5 methyl 2-O-acetyl-4-O-trityl-β-L-arabinopyranoside 
• 105260-86-4 methyl 2,3-di-O-acetyl-4-O-trityl-α-L-arabinopyranoside 
• 105260-84-2 methyl 2,3-di-O-acetyl-4-O-trityl-β-L-arabinopyranoside 
• 105260-87-5 methyl 2,4-di-O-acetyl-3-O-trityl-α-L-arabinopyranoside 
• 105260-85-3 methyl 2,4-di-O-acetyl-3-O-trityl-β-L-arabinopyranoside 
• 91-09-8 methyl β-L-arabinopyranoside 
• 6960-39-0 methyl 3,4-O-isopropylidene-β-L-arabinopyranoside 
• 17676-20-9 methyl 2-deoxy-β-D-erythro-pentopyranoside 
• 222973-59-3 methyl 2,3-di-O-benzoyl-4-deoxy-4-<(1R,4R,5S,6S)-4,5,6-tribenzyloxycyclohex-2-en-1-yl>amino-β-D-xylopyranoside 
• 222973-63-9 methyl 2,3-di-O-benzoyl-4-deoxy-4-<(1R,4R,5S,6R)-4,5,6-tribenzyloxycyclohex-2-en-1-yl>thio-β-D-xylopyranoside 
• 222973-58-2 methyl 2,3-di-O-benzoyl-β-L-arabinopyranozide 

Relevant articles and documents

Improved syntheses of d-ribo- and 2-deoxy-d-ribofuranose phospho sugars from methyl β-d-ribopyranoside

Abstract - Methyl 4-deoxy-4-dimethoxyphosphinoyl-2,3-O-isopropylidene-13-D-ribopyranoside (12a) and methyl 2,4-dideoxy-4-dimethoxyphosphinoyl-13-D-etythro-pentopyranoside (20) were efficiently prepared respectively from methyl2,3-O-isopropylidene-[3-D-rib

Medicinal foodstuffs. XVI. Sugar beet. (3): Absolute stereostructures of betavulgarosides II and IV, hypoglycemic saponins having a unique substituent, from the roots of Beta vulgaris L.

The absolute stereostructures of betavulgaroside II having a dioxolane- type substituent and betavulgaroside IV having an acetal-type substituent, which were isolated from the roots of Beta vulgaris L. (sugar beet, Chenopodiaceae) and exhibited hypoglycemic activity on glucose-loaded rats, were determined by the chemical correlations of betavulgarosides II and IV with a known saponin, momordin I. In these chemical correlations, the α-L- arabinopyranosyl moiety of momordin I was converted to a dioxolane-type substituent of betavulgaroside II or to an acetal-type substituent of betavulgaroside IV. Additionally, the 2'-diastereoisomer of betavulgaroside IV was synthesized from momordin I, and four acetal-type substituent analogues were also synthesized from L- and D-arabinose.

Conformational equilibria of methyl α-L-arabinopyranosides in solution

Experimental NMR studies on methyl α-L-arabinopyranosides in CDCl3, pyridine and dioxane have shown that the equilibria between conformers are displaced in favour of the 4C1 conformer, except in the case of 2-substituted derivatives in CDCl3. The experimental data and a theoretical analysis aimed at explaining them in terms of intramolecular and stereoelectronic solvent effects are presented. It appears that certain electrostatic interactions and the anomeric effect, which favour 1C4 in conformational equilibria are particularly important in 2-substituted derivatives provided no disruption of intramolecular H-bridges takes place. This explains the experimental findings and throws further light on the interplay of effects which determine conformational equilibria in solution.