16088-60-1

Usage

Uses

Used in Pharmaceutical Industry:
[S,(+)]-1-Bromo-2-propanol is used as a key reagent in the synthesis of various pharmaceutical compounds. Its chiral nature allows for the creation of specific drug molecules with desired therapeutic effects, contributing to the development of novel medications.
Used in Dye Industry:
In the dye industry, [S,(+)]-1-Bromo-2-propanol is utilized as an intermediate in the production of different types of dyes. Its unique chemical structure enables the creation of a wide range of colorants used in various applications, such as textiles, plastics, and printing inks.
Used in Disinfectant and Antiseptic Formulation:
Due to its antimicrobial properties, [S,(+)]-1-Bromo-2-propanol is used as an active ingredient in the formulation of disinfectants and antiseptics. It helps in the development of products that effectively kill or inhibit the growth of microorganisms, promoting better hygiene and reducing the spread of infections.
Used in Organic Synthesis:
[S,(+)]-1-Bromo-2-propanol is employed as a versatile reagent in organic synthesis, allowing for the creation of a diverse array of organic compounds. Its use in this field is crucial for the development of new materials and chemicals with various applications across different industries.

Upstream product

• 4254-15-3 (S)-1,2-Propanediol 
• 58-55-9 theophylline 
• 72167-64-7 2-((S)-2-Bromo-1-methyl-ethoxy)-tetrahydro-pyran 
• 64028-83-7 (S)-1-tosyl-2-(1-ethoxyethoxy)propane 
• 137645-39-7 (S)-1-Bromo-2-ethoxymethoxy-propane 
• 598-31-2 1-bromoacetone 
• 16088-62-3 (S)-Propylene oxide 
• 19686-73-8 1-bromo-2-propanol 
• 10035-10-6 hydrogen bromide 
• 75-56-9 methyloxirane 
• 140886-06-2 ((S)-2-Bromo-1-methyl-ethoxymethoxymethyl)-benzene 
• 32464-98-5 (2S)-2-hydroxypropyl 4-methylbenzenesulfonate 

Downstream Products

• 16088-62-3 (S)-Propylene oxide 
• 140886-07-3 (R)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (S)-2-bromo-1-methyl-ethyl ester 

Relevant academic research and scientific papers

Synthesis of optically active 2s-, and 7s-methyl-1.6-dioxa-spiro[4.5] decane, the pheromone components of Paravespula vulgaris (L.), from S-ethyl lactate.

(-)-2S, 5RS-1 and (-]-7S, 5S-2 are obtained from S-ethyl lactate 4 and their absolute configuration is thus directly correlated. Accurate enantiomeric compositions of intermediates and products were measured by complexation gas chromatography on nickel-, and manganese-bis-3-heptafluorobutyryl-1R-camphorate, 3. It could be conclusively established that the syntheses proceed with a high degree of preservation of configuration.

Derivatives of the product of Baker's yeast reduction of ethyl acetoacetate as precursors of free radical chirons of the 2(S)-hydroxypropyl moiety

Baker's yeast reduction of ethyl acetoacetate provided in good yield ethyl 2(S)-hydroxybutanoate. The hydrolysis of the ester function after protection of the hydroxyl yielded an acid which, under BARTON'S free radical decarboxylation conditions, produced a free radical chiron of 2(S)-hydroxypropyl moiety; according to the reaction medium various chiral products from reaction of this entity were produced.

Optical resolution, absolute configuration, and activity of the enantiomers of proxyphylline

The enantiomers of proxyphylline have been separated via their corresponding camphanates. Synthesis of (+)-proxyphylline from theophylline and (S)-propylene oxide derived from (S)-lactic acid established the absolute configuration of the (+) and (-) isomer as S and R, respectively. The activity of the enantiomers as cyclic nucleotide phosphodiesterase inhibitors was tested in human lung tissue homogenate. No differences were found either between the two enantiomers or between the enantiomers and racemic proxyphylline.

Enantiomerically enriched bifunctional sec-alcohols prepared by Candida antarctica lipase B catalysis. Evidence of non-steric interactions

Transesterification catalysed by Candida antarctica lipase B was used for the preparation of enantiomerically enriched bifunctional sec-alcohols. The enantiomeric ratio, E, for 3-butyn-2-ol was increased from 1.3 to over 500 by adding an easily removable protecting group. Kinetic resolution of bromohydrins and chlorohydrins bearing a halogen on the large substituent showed high enantioselectivity (E >80). On the other hand, halohydrins with the halogen on the medium group showed low E. Large differences in enantioselectivity were found by substituting the halogen atom of 1-halo-2-alkanols by a methyl group. These differences corresponded to more than 2 kcal mol-1 and were ascribed to non-steric interactions.

Enantiotopic group differentiation and kinetic resolution: Asymmetric reduction of meso-1,3-dihalides

Asymmetric reduction of 1,3-dihalides derived from glycerol occurs with moderate levels of enantiotopic group differentiation. A concomitant kinetic resolution increases the enantiometric purity of the initial product.

Stereochemical control in microbial reduction. 12. (S)-4-nitro-2-butanol as a source to synthesize natural products

(S)-(+)-4-Nitro-2-butanol (1) obtained by the stereoselective reduction of 4-nitro-2-butanone by bakers' yeast was employed for the syntheses of natural products. A precursor of (+)-brefeldin A is synthesized starting from this chiral building block by 10 steps short-cut procedure compared with the shortest method so far reported. (S)-(+)-Sulcatol is obtained in much better enantiomeric purity than those reported. The reactivity of 1 in base-catalyzed condensations with Michael acceptors or aldehydes is largely affected by a base employed as the catalyst.