59653-37-1

Usage

Uses

As the provided materials do not specify the uses of 2,5-Methano-4H,5H-pyrano[2,3-d]-1,3-dioxin-6-carboxylic acid,4a,8a-dihydro-4-methyl-,methyl ester,(2R,4S,4aS,5S,8aR)-, it is not possible to list its applications based on the given information. However, given its complex structure and the presence of a carboxylic acid group and a methyl ester, it may have potential applications in various fields such as pharmaceuticals, materials science, or as an intermediate in the synthesis of other organic compounds. Further research and experimentation would be required to determine its specific uses and benefits.

InChI:InChI=1/C11H14O5/c1-5-9-6-3-8(15-5)16-11(9)14-4-7(6)10(12)13-2/h4-6,8-9,11H,3H2,1-2H3

Upstream product

• 86277-86-3 (4S,5S,6S)-4-Allyl-2-dimethylamino-6-methyl-5-vinyl-tetrahydro-pyran-3-carboxylic acid methyl ester; hydrochloride 
• 50427-65-1 2-Formyl-3-oxo-propionsaeure-methylester 
• 80584-54-9 (2S,6R)-2-Methoxy-6-methyl-3,6-dihydro-2H-pyran 
• 118598-26-8 methyl (+/-)-(E)-α-(2-phenylethenyl)-2-(1-hydroxyethyl)-3-cyclopentene-1-ethanoate 
• 80584-54-9 (2R,6S)-2-Methoxy-6-methyl-3,6-dihydro-2H-pyran 
• 80325-29-7 (7R,8R,9S)-9-(Toluene-4-sulfonyloxymethyl)-2,4,10-trioxa-tricyclo[5.3.1.0^3,8]undec-5-ene-6-carboxylic acid methyl ester 
• 80584-53-8 2-[(E)-(S)-4-(Tetrahydro-pyran-2-yloxy)-pent-2-enyl]-[1,3]dioxane 
• 118598-19-9 7-methyl-6-oxabicyclo<3.2.0>hept-2-ene 
• 118598-23-5 dimethyl (+/-)-<1α,2β(R*)>-(E)-<2-(1-methoxyethyl)-3-cyclopentenyl>(2-phenylethenyl)propanedioate 
• 118598-21-3 (+/-)-<1α,2α(S*)>-2-(1-methoxyethyl)-3-cyclopentenyl 4-methylbenzenesulfonate 
• 118598-25-7 methyl (+/-)-(E)-α-(2-phenylethenyl)-2-(1-methoxyethyl)-3-cyclopentene-1-ethanoate 
• 118598-24-6 (E)-2-[(1S,2S)-2-((S)-1-Methoxy-ethyl)-cyclopent-3-enyl]-4-phenyl-but-3-enoic acid 
• 118598-20-2 (+/-)-<1α,2α(S*)>-2-(1-methoxyethyl)-3-cyclopenten-1-ol 
• 118598-33-7 methyl (+/-)-<1R*,5S*,7R*,9S*(S*)>-7-hydroxy-9-(1-methoxyethyl)-2,8-dioxabicyclo<3.1.1>non-3-ene-4-carboxylate 

Relevant academic research and scientific papers

Total synthesis of (±)-sarracenin

A total synthesis of (±)-sarracenin (1) is described. The key steps include (1) regioselective ring expansion of 7 to bicyclo[3.2.1]ketone 6 and (2) ring opening of tricyclic ketone 5 to ester 4.

A Short, Oxetane-Based Synthesis of (+/-)-Sarracenin

(+/-)-Sarracenin (1) was synthesized in nine steps and six pots from simple precursors acetaldehyde and cyclopentadiene.Paterno-Buechi photocycloaddition of this pair yielded two diastereomeric oxetanes (3x, 3n).The major, exo isomer underwent highly regioselective acid-catalyzed methanolysis at the methyl-bearing oxetane center to give a 3-cyclopentenol derivative (8).Attachment of a methyl 2-(2-phenylethenyl)ethanoate moiety, a 3-oxopropanoate equivalent, with inversion of the toluenesulfonate 9 derived from 8 gave a diene (11) containing all of the necessary carbon atoms.Following decarbomethoxylation, both olefins were simultaneously ozonized to an in situ equivalent of trialdehyde (2) which has played a role in previous synthetic studies and biosynthetic postulates in this area.Spontaneous dehydration of 2 produced (+/-)-sarracenin in 18percent overall yield from the tosylate 9, the first purified intermediate in the sequence.