5987-33-7

Basic information

• Product Name: 1,5-Anhydro-2-deoxy-4-O,6-O-(phenylmethylene)-D-ribo-hexa-1-enitol
• Synonyms: 1,5-Anhydro-2-deoxy-4-O,6-O-(phenylmethylene)-D-ribo-hexa-1-enitol;Nsc287049;1,5-Anhydro-4,6-O-benzylidene-2-deoxy-D-ribo-hex-1-enopyranose
• CAS NO: 5987-33-7
• Molecular Formula: C₁₃H₁₄O₄
• Molecular Weight: 234.2479
• Mol File: 5987-33-7.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 420.9°Cat760mmHg
• Flash Point: 208.3°C
• Appearance: /
• Density: 1.259g/cm³
• Vapor Pressure: 7.79E-08mmHg at 25°C
• Refractive Index: 1.567
• CAS DataBase Reference: 1,5-Anhydro-2-deoxy-4-O,6-O-(phenylmethylene)-D-ribo-hexa-1-enitol(CAS DataBase Reference)
• NIST Chemistry Reference: 1,5-Anhydro-2-deoxy-4-O,6-O-(phenylmethylene)-D-ribo-hexa-1-enitol(5987-33-7)
• EPA Substance Registry System: 1,5-Anhydro-2-deoxy-4-O,6-O-(phenylmethylene)-D-ribo-hexa-1-enitol(5987-33-7)

Safety Data

• Hazardous Substances Data: 5987-33-7(Hazardous Substances Data)

Usage

Explanation

Different sources of media describe the Explanation of 5987-33-7 differently. You can refer to the following data:
1. The compound's name describes its structure, indicating the presence of a phenylmethylene group at the 4th and 6th positions, a 1,5-anhydro substitution, and a 2-deoxy substitution.
2. The compound has a long, descriptive name, suggesting that it is a complex structure with multiple functional groups and substitutions.
3. The compound is derived from D-ribo-hexa-1-enitol, which is a sugar alcohol with a hexa-1-enitol functional group.
4. The compound has undergone a 1,5-anhydro substitution, which means the hydroxyl group at the 1st position has been removed and the 1st and 5th carbons are connected by an oxygen bridge. Additionally, the compound has a 2-deoxy substitution, indicating the removal of the hydroxyl group at the 2nd position.
5. The compound contains a phenylmethylene group (C6H5-CH=) attached to the 4th and 6th positions, an anhydro bridge between the 1st and 5th carbons, and a deoxy substitution at the 2nd position.
6. Due to its unique structure and potential properties, the compound may have applications in organic synthesis and medicinal chemistry. However, further research and testing are required to fully understand its potential uses and effects.
7. To fully understand the compound's potential uses, effects, and properties, additional research and testing are necessary. This may include studying its chemical reactivity, stability, and potential interactions with other compounds or biological systems.

Type

Complex chemical compound

Derivative

D-ribo-hexa-1-enitol

Substitution

1,5-anhydro and 2-deoxy

Functional groups

Phenylmethylene, anhydro, and deoxy

Potential applications

Organic synthesis and medicinal chemistry

Research and testing

Further investigation needed

InChI:InChI=1/C13H14O4/c14-10-6-7-15-11-8-16-13(17-12(10)11)9-4-2-1-3-5-9/h1-7,10-14H,8H2

Upstream product

• 3150-15-0 methyl 2,3-anhydro-4,6-O-benzylidene-α-D-allopyranoside 
• 557-18-6 diethylmagnesium 
• 925-90-6 ethylmagnesium bromide 
• 4416-59-5 n-decyllithium 
• 19465-09-9 methyl 4,6-O-benzylidene-2-bromo-2-deoxy-α-D-altropyranoside 
• 14125-73-6 Methyl-4,6-O-benzyliden-2-deoxy-2-jod-α-D-altropyranosid 
• 66537-92-6 methyl 2,3-anhydro-4,6-benzylidene-α-D-allopyranoside 
• 2880-96-8 (1aR,2S,6R,7aR,7bR)-2-Methoxy-6-phenyl-hexahydro-1,3,5,7-tetraoxa-cyclopropa[a]naphthalene 
• 69534-73-2 3,4,6-O-tri-O-acetyl-D-glucal 
• 111425-49-1 phenyl 4,6-di-O-acetyl-2,3-dideoxy-1-thio-α-D-erythro-hex-2-enopyranoside 
• 111425-52-6 thiophenyl 2,3-dideoxy-α-D-glucopyranoside 
• 134756-58-4 C₁₉H₁₈O₃S 
• 63598-37-8 1,5-anhydro-2,3:4,6-di-O-benzylidene-D-allitol 
• 76513-66-1 Trimethyl-[2-((4aR,8S,8aS)-2-phenyl-4,4a,8,8a-tetrahydro-pyrano[3,2-d][1,3]dioxin-8-yloxymethoxy)-ethyl]-silane 

Downstream Products

• 140363-85-5 Pent-4-enoic acid (4aR,8S,8aS)-2-phenyl-4,4a,8,8a-tetrahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester 
• 103457-22-3 1,5-anhydro-2-deoxy-4,6-O-(phenylmethylene)-3-O--D-ribo-hex-1-enitol 
• 120679-81-4 4,6-O-benzylidene-3-O-(allylthioacetyl)-D-allal 
• 76513-66-1 Trimethyl-[2-((4aR,8S,8aS)-2-phenyl-4,4a,8,8a-tetrahydro-pyrano[3,2-d][1,3]dioxin-8-yloxymethoxy)-ethyl]-silane 
• 13265-84-4 1,2-didehydrodideoxyallose 
• 65725-25-9 4,6-benzylidene-aldehydo-2,3-dideoxy-D-erythro-trans-hex-2-enose 
• 1279711-50-0 3-O-benzyl-4,6-O-benzylidene-1-deoxy-1R-deutero-D-altropyranose 
• 88095-33-4 (4aR,6S,8aS)-6-Allyl-2-phenyl-4,4a,6,8a-tetrahydro-pyrano[3,2-d][1,3]dioxine 
• 88095-32-3 2,6-anhydro-5,7-O-benzylidene-1,3,4-trideoxy-D-arabino-hept-3-enitol 
• 88095-34-5 (4aR,6S,8aS)-6-(2-Methyl-allyl)-2-phenyl-4,4a,6,8a-tetrahydro-pyrano[3,2-d][1,3]dioxine 
• 88095-36-7 (4aR,8R,8aS)-8-(2-Methyl-allyl)-2-phenyl-4,4a,8,8a-tetrahydro-pyrano[3,2-d][1,3]dioxine 
• 88095-35-6 (4aR,8R,8aS)-8-Allyl-2-phenyl-4,4a,8,8a-tetrahydro-pyrano[3,2-d][1,3]dioxine 
• 18968-70-2 Methyl-4,6-O-benzyliden-β-D-erythro-hex-2-en-pyranosid 
• 127643-70-3 N-benzyl-2-carboxy-2-deoxy-β-D-altrohexopyranosylaminolactam 

Relevant articles and documents

Stereoelectronic factors in the stereoselective epoxidation of glycals and 4-deoxypentenosides

Glycals and 4-deoxypentenosides (4-DPs), unsaturated pyranosides with similar structures and reactivity profiles, can exhibit a high degree of stereoselectivity upon epoxidation with dimethyldioxirane (DMDO). In most cases, the glycals and their corresponding 4-DP isosteres share the same facioselectivity, implying that the pyran substituents are largely responsible for the stereodirecting effect. Fully substituted dihydropyrans are subject to a "majority rule", in which the epoxidation is directed toward the face opposite to two of the three groups. Removing one of the substituents has a variable effect on the epoxidation outcome, depending on its position and also on the relative stereochemistry of the remaining two groups. Overall, we observe that the greatest loss in facioselectivity for glycals and 4-DPs is caused by removal of the C3 oxygen, followed by the C5/anomeric substituent, and least of all by the C4/C2 oxygen. DFT calculations based on polarized-π frontier molecular orbital (PPFMO) theory support a stereoelectronic role for the oxygen substituents in 4-DP facioselectivity, but less clearly so in the case of glycals. We conclude that the anomeric oxygen in 4-DPs contributes toward a stereoelectronic bias in facioselectivity whereas the C5 alkoxymethyl in glycals imparts a steric bias, which at times can compete with the stereodirecting effects from the other oxygen substituents.

Free radical mediated reduction and deoxygenation of epoxides

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REACTION OF BUTYLLITHIUM WITH BENZYLIDENE ACETALS OF ALDOPYRANOSIDES AND 1,5-ANHYDROALDITOLS

Under suitable conditions, butyllithium selectively cleaves 5-membered benzylidene acetals (1,3-dioxolane ring) leaving the 6-membered analogs (1,3-dioxane ring) intact in aldopyranoside and 1,5-anhydroalditol derivatives.The usual course of the reaction