111319-77-8

Basic information

• Product Name: ((4R,5S)-2,2,5-Trimethyl-[1,3]dioxolan-4-yl)-methanol
• CAS NO: 111319-77-8
• Molecular Weight: 146.186
• Mol File: 111319-77-8.mol
• Article Data: 21

Chemical Properties

• CAS DataBase Reference: ((4R,5S)-2,2,5-Trimethyl-[1,3]dioxolan-4-yl)-methanol(CAS DataBase Reference)
• NIST Chemistry Reference: ((4R,5S)-2,2,5-Trimethyl-[1,3]dioxolan-4-yl)-methanol(111319-77-8)
• EPA Substance Registry System: ((4R,5S)-2,2,5-Trimethyl-[1,3]dioxolan-4-yl)-methanol(111319-77-8)

Safety Data

• Hazardous Substances Data: 111319-77-8(Hazardous Substances Data)

Upstream product

• 115014-94-3 N-<(4R,5R)-2,2,5-trimethyl-1,3-dioxolane-4-carbonyl>bornane-10,2-sultam 
• 58829-89-3 (4R,5S)-2,2-dimethyl-4-iodomethyl-5-hydroxymethyl-1,3-dioxolane 
• 112775-66-3 methyl (4R,5S)-2,2-dimethyl-5-(4-methylphenylsulfonyloxymethyl)-1,3-dioxolane-4-carboxylate 
• 153800-24-9 methyl (4R,5R)-5-(bromomethyl)-2,2-dimethyl-1,3-dioxolane-4-carboxylate 
• 85446-27-1 erythro-3-amino-1,2-butanediol 
• 67-64-1 acetone 
• 78469-77-9 (4S,5S)-4-benzyloxymethyl-5-hydroxymethyl-2,2-dimethyl-1,3-dioxolane 
• 59779-75-8 diethyl (4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylate 
• 67844-13-7 methyl (4R,5S)-5-(hydroxymethyl)-2,2-dimethyl-1,3-dioxolane-4-carboxylate 
• 102732-59-2 (4R,5S)-(-)-4-(bis-p-tolylthiomethyl)-2,2,5-trimethyl-1,3-dioxolane 
• 50622-09-8 2,3-O-isopropylidene-L-threitol 
• 37031-29-1 (-)-dimethy-2,3-O-isopropylidene-L-tartrate 
• 78513-04-9 (4S,5S)-p-toluolsulfonsaeure<(5-benzyloxymethyl-5-hydroxymethyl-2,2-dimethyl-1,3-dioxolan-4-yl)methyl>ester 
• 105760-29-0 ethyl (4R,5S)-2,2,5-trimethyl-1,3-dioxolane-4-carboxylate 

Downstream Products

• 111219-31-9 Phenyl-acetic acid (4R,5S)-2,2,5-trimethyl-[1,3]dioxolan-4-ylmethyl ester 
• 1393793-01-5 tert-butyl (S,S,S)-3-(N-benzyl-N-isopropylamino)-4,5-O-isopropylidene-4,5-dihydroxyhexanoate 
• 1393793-02-6 tert-butyl (3R,4S,5S)-3-(N-benzyl-N-isopropylamino)-4,5-O-isopropylidene-4,5-dihydroxyhexanoate 
• 1393793-05-9 tert-butyl (3S,4S,5S,αR)-3-[N-benzyl-N-(α-methylbenzyl)amino]-4,5-O-isopropylidene-4,5-dihydroxyhexanoate 
• 1393793-06-0 tert-butyl (3R,4S,5S,αR)-3-[N-benzyl-N-(α-methylbenzyl)amino]-4,5-O-isopropylidene-4,5-dihydroxyhexanoate 
• 1393793-07-1 tert-butyl (3R,4S,5S,αS)-3-[N-benzyl-N-(α-methylbenzyl)amino]-4,5-O-isopropylidene-4,5-dihydroxyhexanoate 
• 1393793-08-2 tert-butyl (3R,4S,5S,αS)-3-[N-benzyl-N-(α-methylbenzyl)amino]-4,5-O-isopropylidene-4,5-dihydroxyhexanoate 
• 4247-87-4 1,3-O-Benzyliden-4-desoxy-L-threit 
• 112709-74-7 4(R),5(R)-2,2,5-trimethyl-1,3-dioxolane-4-carboxaldehyde 
• 111524-25-5 C₂₉H₄₃NO₅Si 
• 111524-26-6 C₂₉H₄₃NO₅Si 
• 111524-22-2 C₂₇H₄₇NO₅Si 
• 111524-23-3 C₂₇H₄₇NO₅Si 
• 111524-21-1 C₂₄H₄₁NO₅Si 

Relevant articles and documents

Versicolactones A and B: Total synthesis and structure revision

To further determine absolute configurations of versicolactones A and B, total synthesis of versicolactones A and B and their six stereoisomers were reported in this Letter. The 1H and 13C NMR spectra of the synthetic erythro-stereoisomers matched perfectly with those of the natural products. Combined with the comparison of the specific rotations, the absolute configuration of versicolactones A and B were revised as (4Z,6R,7S)- and (4E,6R,7S)- from the corresponding (4Z,6R,7R)- and (4E,6R,7R)-6,7-dihydroxyocta- 2,4-dien-4-lactone, respectively.

The revised structure of trichodermatide A

A revised structure for trichodermatide A, which is a C10 epimer of the originally reported structure, is proposed. The revision is supported by the X-ray structure of a synthetic intermediate synthesized according to our previous route for trichodermatide A. The revised stereochemistry was also supported by NOESY experiment. Finally, we synthesized Trauner's compound corresponding to the originally reported structure from our synthetic intermediate of trichodermatide A through a Mitsunobu reaction at C10. A revised structure for trichodermatide A is proposed. The revision is supported by the X-ray structure of a synthetic intermediate synthesized according to our previous route for trichodermatide A. The revised stereochemistry was also supported by NOESY experiment. Finally, we synthesized Trauner's compound corresponding to the originally reported structure from our synthetic intermediate of trichodermatide A through a Mitsunobu reaction at C10.

Enantioselective sensing of insect pheromones in water

An arrayed combination of water-soluble deep cavitands and cationic dyes has been shown to optically sense insect pheromones at micromolar concentration in water. Machine learning approaches were used to optimize the most effective array components, which

Synthesis and bioluminescence-inducing properties of autoinducer (S)-4,5-dihydroxypentane-2,3-dione and its enantiomer

The autoinducer (4S)-4,5-dihydroxypentane-2,3-dione ((S)-DPD, AI-2) facilitates chemical communication, termed 'quorum sensing', amongst a wide range of bacteria, The synthesis of (S)-DPD is challenging in part due to its instability. Herein we report a novel synthesis of (S)-DPD via (2S)-2,3-O-isopropylidene glyceraldehyde, through Wittig, dihydroxylation and oxidation reactions, with a complimentary asymmetric synthesis to a key precursor. Its enantiomer (R)-DPD, was prepared from d-mannitol via (2R)-2,3-O-isopropylideneglyceraldehyde. The synthesized enantiomers of DPD have AI-2 bioluminescence-inducing properties in the Vibrio harveyi BB170 strain.