102103-81-1

Usage

Physical state

Colorless liquid

Odor

Fruity

Usage

Flavoring agent in the food industry

Application

Fragrance in cosmetic and personal care products

Function

Enhances aroma and taste of food and beverages

Additional use

Solvent in perfume manufacturing

Role

Chemical intermediate in the synthesis of other compounds

Safety concerns

Potential to irritate eyes, skin, and respiratory system

Precaution

Handle with care to avoid irritation

Upstream product

• 6622-76-0 methyl (E)-2-methyl-2-butenoate 
• 87826-86-6 methyl (+/-)-threo-2,3-dihydroxy-2-methylbutanoate 
• 106544-30-3 (S)-2,2,4,5-Tetramethyl-4-((E)-styryl)-[1,3]dioxolane 
• 106544-27-8 2-methyl-2-(1-hydroxy-1-methyl-3-phenylprop-2-en-1-yl)-1,3-dithiane 
• 106544-28-9 (2S,3RS)-2,3-dihydroxy-3-methyl-5-phenylpent-4-ene 
• 92010-40-7 3-hydroxy-3-methyl-5-phenylpent-4-en-2-one 
• 104417-89-2 (2RS,3RS)-2,3-isopropylidenedioxy-2-methylbutan-1-ol 
• 81875-77-6 (2RS,3SR)-methyl 2,3-isopropylidenedioxy-2-methylbutanoate 

Downstream Products

• 106622-94-0 (2S,3S,4R)-2,3-dihydroxy-3-methyl-4-(tosyloxy)hept-6-ene 
• 106544-36-9 (2S,3R,4S)-2,3-dihydroxy-3-methyl-4-(tosyloxy)hept-6-ene 
• 106544-38-1 Benzyl-carbamic acid (S)-1-((2S,3R)-3-allyl-2-methyl-oxiranyl)-ethyl ester 
• 106622-96-2 Benzyl-carbamic acid (S)-1-((2R,3S)-3-allyl-2-methyl-oxiranyl)-ethyl ester 
• 106544-35-8 Toluene-4-sulfonic acid 1-((S)-2,2,4,5-tetramethyl-[1,3]dioxolan-4-yl)-but-3-enyl ester 
• 106544-39-2 (4S,5S)-3-Benzyl-4-((S)-1-hydroxy-but-3-enyl)-4,5-dimethyl-oxazolidin-2-one 

Relevant academic research and scientific papers

Synthesis of pluraflavin A "aglycone"

The "aglycone" of pluraflavin A (2) has been synthesized. The key features of this synthesis include a 1,3-dipolar cycloaddition between a nitrile oxide (cf. 14) and an olefin (22) to yield an isoxazoline followed by subsequent conversion into the γ-pyrone of pluraflavin A. The epoxide moiety linked to the pyrone is installed prior to Diels-Alder installation of the D ring, which allows access to a number of potentially active cytotoxic intermediates en route to the final compound. The preliminary in vitro results of two such compounds are also included with the racemic title compound exhibiting cytotoxicity in the nanomolar range.

Total Synthesis of (+/-)-Citreoviral, based on a Biogenetic Model, and Formal Synthesis of (+/-)-Citreoviridin

The total synthesis of (+/-)-citreoviral, which co-occurs with citreoviridin, citreoviridinol, and citreodiol in Penicillium citreoviride, is described.The synthesis is based on a biogenetic model, and has as a key feature the elaboration of the dihydroxytetrahydrofuranyl ring portion 10 by an acid-catalysed cyclisation of the central epoxy alcohol intermediate 9 which is derived in ten steps from methyl tiglate.