106622-88-2

Basic information

• Product Name: 1,3-Dioxolane-4-carboxaldehyde, 2,2,4,5-tetramethyl-, (4S-cis)- (9CI)
• Synonyms: 1,3-Dioxolane-4-carboxaldehyde, 2,2,4,5-tetramethyl-, (4S-cis)- (9CI)
• CAS NO: 106622-88-2
• Molecular Formula: C₈H₁₄O₃
• Molecular Weight: 158.19496
• Product Categories: ALDEHYDE
• Mol File: 106622-88-2.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1,3-Dioxolane-4-carboxaldehyde, 2,2,4,5-tetramethyl-, (4S-cis)- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-Dioxolane-4-carboxaldehyde, 2,2,4,5-tetramethyl-, (4S-cis)- (9CI)(106622-88-2)
• EPA Substance Registry System: 1,3-Dioxolane-4-carboxaldehyde, 2,2,4,5-tetramethyl-, (4S-cis)- (9CI)(106622-88-2)

Safety Data

• Hazardous Substances Data: 106622-88-2(Hazardous Substances Data)

Usage

Chemical structure

1,3-Dioxolane-4-carboxaldehyde, 2,2,4,5-tetramethyl-, (4S-cis)-

Physical state

Clear, colorless liquid

Odor

Fruity, floral

Uses

Flavor and fragrance ingredient in consumer products (perfumes, soaps, cosmetics)

Synthesis

Used in the synthesis of pharmaceuticals and other organic compounds

Safety precautions

May cause skin and eye irritation; harmful if ingested or inhaled in large quantities

Chemical classification

Organic compound

Appearance

Liquid with a fruity, floral odor

Upstream product

• 104417-89-2 (4S,5R)-2,2,4,5-tetramethyl-1,3-dioxolane-4-methanol 
• 104417-89-2 ((4S,5R)-2,2,4,5-Tetramethyl-[1,3]dioxolan-4-yl)-methanol 
• 111219-32-0 Phenyl-acetic acid (4S,5R)-2,2,4,5-tetramethyl-[1,3]dioxolan-4-ylmethyl ester 
• 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 
• 106544-30-3 (S)-2,2,4,5-Tetramethyl-4-((E)-styryl)-[1,3]dioxolane 
• 87826-86-6 methyl (+/-)-threo-2,3-dihydroxy-2-methylbutanoate 
• 6622-76-0 methyl (E)-2-methyl-2-butenoate 
• 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 articles and documents

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.

SUBSTRATE SPECIFICITY AND ENANTIOSELECTIVITY OF PENICILLINACYLASE CATALYZED HYDROLYSIS OF PHENACETYL ESTERS OF SYNTHETICALLY USEFUL CARBINOLS

Penicillinacylase from E. coli, immobilized on Eupergit C beads catalyzes the hydrolysis in water/CH3CN 10:1, at pH 7.5 and 23 deg C, of a set of O-phenylacetate esters of primary carbinols.The highest enantioselectivity is observed in the case of the 2,2-dimethyl-1,3-dioxolane-4-methanols structurally related to the penicillin (1) framework.Minor modifications of this basic structure are not altering the acceptability by the enzyme, but significantly decrease the enantioselectivity of the hydrolysis, as does the use of benzene as solvent and Sepharose-bound enzyme.

Natural polyene α-pyrones. Synthesis of (+)-citreoviral

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