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1,2-Butanediol, 3-methyl-4-(phenylmethoxy)-, (2R,3R)-, also known as tilmicosin, is a chiral chemical compound with the molecular formula C12H18O3. It features two stereogenic centers, making it a unique molecule in the field of chemistry and pharmaceuticals. Classified as a macrolide antibiotic, it is widely used in veterinary medicine for its potent antibacterial properties.

155489-00-2

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155489-00-2 Usage

Uses

Used in Veterinary Medicine:
1,2-Butanediol, 3-methyl-4-(phenylmethoxy)-, (2R,3R)is used as an antibiotic for treating respiratory infections in cattle and swine. Its effectiveness against a range of Gram-positive and certain Gram-negative bacteria makes it a valuable asset in the veterinary pharmaceutical industry.
Used in Inhibiting Bacterial Protein Synthesis:
In the medical field, 1,2-Butanediol, 3-methyl-4-(phenylmethoxy)-, (2R,3R)functions as an inhibitor of protein synthesis in bacterial cells, thereby disrupting their growth and reproduction. This mechanism of action contributes to its success as an antibiotic in treating various bacterial infections.
Used in Injections and Oral Solutions:
As a pharmaceutical agent, 1,2-Butanediol, 3-methyl-4-(phenylmethoxy)-, (2R,3R)is administered to animals via injection or oral solutions, ensuring the delivery of the antibiotic to the site of infection for effective treatment.

Check Digit Verification of cas no

The CAS Registry Mumber 155489-00-2 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,5,5,4,8 and 9 respectively; the second part has 2 digits, 0 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 155489-00:
(8*1)+(7*5)+(6*5)+(5*4)+(4*8)+(3*9)+(2*0)+(1*0)=152
152 % 10 = 2
So 155489-00-2 is a valid CAS Registry Number.

155489-00-2Relevant academic research and scientific papers

Formal synthesis of borrelidin: A highly enantio- and diastereoselective access to the Morken's C2-C12 intermediate

Gembus, Vincent,Karmazin, Lydia,Uguen, Daniel,Zoller, Thomas

, p. 359 - 380 (2019/02/25)

In contrast to methyl and isobutyl phenyl sulfone, condensing under basic conditions higher alkyl sulfones and trans-2,3-epoxy-butanol 13c (or its O-benzyl and O-silyl derivatives) proved unfeasible, a difficulty that was overcome by using mono ethers of trans-2,3-epoxy-butane-1,4-diol 35c as the electrophilic reagents. Thus, adding excess BuLi to a mixture of the benzyl ether 35b and sulfone ent-12a, a stereodiad sulfone prepared in pure state from the R-Roche ester, via the O-trityloxy-sulfone ent-12c (X-ray), gave, after elimination by column chromatography of the side-formed regioisomer, a diolsulfone that was next converted to sulfone 20 by means of conventional functional-group modifications. Reacting like-wise this sulfone with the parent O-PMB derivative 35a, and then proceeding to the same purification process and function adjustment, delivered the title fragment in virtually pure state.

Total synthesis of haliclamide

Gahalawat, Suraksha,Pandey, Satyendra Kumar

, p. 9287 - 9293 (2016/10/13)

A stereoselective approach for the synthesis of haliclamide 1, a marine natural product, has been developed. The notable features of our synthesis include MacMillan cross aldol, Mitsunobu inversion, Yamaguchi-Hirao alkylation, Steglich esterification and

Regioselective Alkyl and Alkynyl Substitution Reactions of Epoxy Alcohols by the Use of Organoaluminum Ate Complexes: Regiochemical Reversal of Nucleophilic Substitution Reactions

Sasaki, Minoru,Tanino, Keiji,Miyashita, Masaaki

, p. 1765 - 1767 (2007/10/03)

(matrix presented) Unprecedented nucleophilic substitution reactions of 2,3-epoxy-1-alkanols with alkyl- and alkynylaluminum ate complexes have been studied and demonstrated to occur at the C2 position with extremely high stereoselectivity, i.e., with exa

Synthetic studies on tautomycin synthesis of segment B

Tsuboi, Katsunori,Ichikawa, Yoshiyasu,Naganawa, Atsushi,Isobe, Minoru,Ubukata, Makoto,Isono, Kiyoshi

, p. 5083 - 5102 (2007/10/03)

The synthesis of Segment B corresponding to the C26-C17 portion of tautomycin was accomplished by coupling reaction between the epoxide (Sub-segment B-l) and the dithiane (Subsegment B-2). The degradation product of tautomycin corresponding to the C26-C19 portion was also synthesized from Sub-segment B-1.

Synthesis of (+)-Homononactic Acid via Iodoetherification

Kiyota, Hiromasa,Abe, Masaki,Ono, Yukie,Oritani, Takayuki

, p. 1093 - 1095 (2007/10/03)

(+)-Homononactic acid, one of the monomers of polynactin, and its 8-epimer were synthesized. The key step was cis-selective iodoetherification of the enone or the α-silyloxyolefin intermediates constructed with Wittig-Horner or Julia coupling reactions, r

A Formal Synthesis of Aplysiatoxin: Enantioselective Synthesis of Kishi's Aldehyde

Okamura, Hiroaki,Kuroda, Satoru,Ikegami, Satoru,Tomita, Kenji,Sugimoto, Yu-ichi,et al.

, p. 10531 - 10554 (2007/10/02)

This paper describes the enantioselective synthesis of key fragments (12,18,24, and 35) for the synthesis of aplysiatoxin (1a), a potent cancer promoter, and their convergent assembly to Kishi's aldehyde (2).Since 2 has already been transformed into 1a in

Stereoselective Synthesis of erythro-Serricornin, (4R,6R,7S)-, and (4S,6R,7S)-4,6-Dimethyl-7-hydroxynonan-3-one, Stereoisomers of the Sex Pheromone of Cigarette Beetle

Chuman, Tatsuji,Kohno, Masahiro,Kato, Kunio,Noguchi, Masao,Nomi, Hiroko,Mori, Kenji

, p. 2019 - 2024 (2007/10/02)

A stereoselective synthesis of erythro-serricornin was completed starting from L-(+)-tartaric acid.The relative configuration of C(6)-methyl and C(7)-hydroxyl groups in naturally occurring serricornin was threo.

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