27490-33-1

Usage

Uses

Used in Pharmaceutical Industry:
(TRIBUTYLSTANNYL)METHANOL is used as an intermediate in the synthesis of Hydroxytolyl Mephedrone Hydrochloride, which is a metabolite of Mephedrone Hydrochloride (M224200). Mephedrone is a stimulant drug related to cathinone and methcathinone, and its effects are reportedly comparable to those of similar drugs such as MDMA and methylone. This application is significant in the development of new drugs and understanding the metabolic pathways of existing stimulants.
Used in Organic Chemistry Research:
(TRIBUTYLSTANNYL)METHANOL is used as a reagent in various organic reactions due to its ability to form stable complexes with a wide range of molecules. This property makes it a valuable tool in the synthesis of complex organic compounds and the study of their properties and reactions. Its use in organic chemistry research contributes to the development of new materials, pharmaceuticals, and other applications.

Upstream product

• 7722-84-1 dihydrogen peroxide 
• 688-73-3 tri-n-butyl-tin hydride 
• 50-00-0 formaldehyd 
• 27262-82-4 tributylstannylmagnesium chloride 

Downstream Products

• 105-13-5 4-Methoxybenzyl alcohol 
• 143-08-8 nonyl alcohol 
• 17849-38-6 2-Chlorobenzyl alcohol 
• 612-16-8 (2-methoxyphenyl)methanol 
• 89-95-2 2-methyl-benzyl alcohol 
• 60380-83-8 trans-4-tert-Butyl-1-(hydroxymethyl)-1-cyclohexanol 
• 93-56-1 phenylethane 1,2-diol 
• 583-03-9 1-Phenyl-1-pentanol 
• 65-85-0 benzoic acid 
• 100-51-6 benzyl alcohol 
• 66222-29-5 tri-n-butylstannylmethyl iodide 
• 18185-81-4 cis-3-octen-1-ol 
• 18185-81-4 (E)-oct-3-en-1-ol 
• 145251-96-3 (triisopropylsilyl)methanol 

Relevant academic research and scientific papers

Chemiluminescent Carbapenem-Based Molecular Probe for Detection of Carbapenemase Activity in Live Bacteria

Carbapenemase-producing organisms (CPOs) pose a severe threat to antibacterial treatment due to the acquisition of antibiotic resistance. This resistance can be largely attributed to the antibiotic-hydrolyzing enzymes that the bacteria produce. Current carbapenem “wonder drugs”, such as doripenem, ertapenem, meropenem, imipenem, and so on, are resistant to regular β-lactamases, but susceptible to carbapenemases. Even worse, extended exposure of bacteria to these drugs accelerates the spread of resistance genes. In order to preserve the clinical efficacy of antibacterial treatment, carbapenem drugs should be carefully regulated and deployed only in cases of a CPO infection. Early diagnosis is therefore of paramount importance. Herein, we report the design, synthesis, and activity of the first carbapenemase-sensitive chemiluminescent probe, CPCL, which may be used to monitor CPO activity. The design of our probe enables enzymatic cleavage of the carbapenem core, which is followed by a facile 1,8-elimination process and the emission of green light through rapid chemical excitation. We have demonstrated the ability of the probe to detect a number of clinically relevant carbapenemases and the successful identification of CPO present in bacterial cultures, such as those used for clinical diagnosis. We believe that our use of “turn-on” chemiluminescence activation will find significant application in future diagnostic assays and improve antibacterial treatment.

Efficient synthesis of bromo- and iodomethyltributyltin

An efficient two-step procedure for the preparation of bromo- and iodotributyltin starting from tributyltin hydride is described.

PROBE FOR DETECTING CARBAPENEM-RESISTANT BACTERIA AND USE THEREOF

The present disclosure relates to a compound represented by Chemical Formula 1, a probe for detecting antibiotic-resistant bacteria, which includes the compound, a composition containing the compound, a kit including the compound and a method for detectin

SUBSTITUTED CONDENSED THIOPHENES AS MODULATORS OF STING

A compound of formula (I), wherein: R1 is selected from (i) H, (ii) C3-6cycloalkyl, (iii) C3-7heterocyclyl optionally substituted with a group selected from: methyl and ester, and (iv) linear or branched C1-4alkyl optionally substituted with a group selected from: alkoxy, amino, amido, acylamido, acyloxy, alkyl carboxyl ester, alkyl carbamoyl, alkyl carbamoyl ester, phenyl, phosphonate ester, C3-7heterocyclyl optionally substituted with a group selected from methyl and oxo, and a naturally occurring amino acid, optionally N-substituted with a group selected from methyl, acetyl and boc; A1 is CRA or N; A2 is CRB or N; A3 is CRC or N; A4 is CRD or N; where no more than two of A1, A2, A3, and A4 may be N; one or two of RA, RB, RC, and RD, (if present) are selected from H, F, Cl, Br, Me, CF3, cyclopropyl, cyano, OMe, OEt, CH2OH, CH2OMe and CH2NMe2; the remainder of RA, RB, RC, and RD, (if present) are H; Y is O, NH or CH2; RY is selected from: (RYA) and (RYB).

HETERO-FUSED CYCLIC COMPOUND

A compound represented by the formula (I) or a salt thereof: wherein a ring Z is a 5 to 6-membered heteroaromatic ring having one or two heteroatoms in the ring; X1 is a hydrogen atom, a hydroxy group, a hydroxy C1-6 alkyl group, —B(OH)2, a boronate ester group, a cyclic boronate ester group, a boranyl group, a cyclic boranyl group, —BF3Mn1, —Sn(R12)(R13)(R14), a leaving group, a carboxy group, a formyl group, or —NR16R17; and X2 is a hydrogen atom or —CO2R18.

SnAP reagents for the transformation of aldehydes into substituted thiomorpholines - An alternative to cross-coupling with saturated heterocycles

It's a SnAP! The transformation of aldehydes into N-unsubstituted 3-thiomorpholines provides a convenient alternative to metal-catalyzed cross-coupling reactions, which are generally unsuited to the functionalization of saturated N-heterocycles. A copper-mediated radical cyclization is the key to the mild conditions, high functional group tolerance, and broad substrate scope offered by these reagents. Copyright

Preparation of chiral α-oxy-[2H1]methyllithiums of 99% ee and determination of their configurational stability

(Tributylstannyl)methyl 2,2,6,6-tetramethylpiperidine-1-carboxylate was metalated with t-BuLi/TMEDA at -78 °C and borylated with the mixed borate derived from (R,R)-1,2-dicyclohexylethane-1,2-diol and t-butanol to give diastereomeric boronates 31/32 in equal amounts. Boronates 31 and 32 were reduced with LiBEt3D and then oxidized with basic H2O 2 to give (S)- and (R)-tributylstannyl-[1-2H 2]methanol of 99% ee, respectively. Treatment of their respective phosphates with n-BuLi at -78 and 0 °C gave microscopically configurationally stable phosphinyloxy-substituted [2H 1]methyllithiums, which rearranged to hydroxy-[1-2H 1]-methylphosphonates of ee > 98% (phosphate-phosphonate rearrangement). The N,N-iisopropylcarbamates of the enantiomeric tributylstannyl-[1-2H1]methanols were transmetalated to give carbamoyloxy-substituted chiral [2H1]methyllithiums, which were macroscopically configurationally stable for prolonged periods of time (up to 3 h, ee still 99%) at -78 °C, deduced from trapping experiments with benzaldehyde. The chemical stability of these methyllithiums ended at -50 °C. The stereochemistry of the monoprotected and monodeuterated 1-phenylethane-1,2-diols obtained was secured by spectroscopic comparison of their Mosher esters with that of all four stereoisomeric 1-phenyl-[1- 2H1]ethane-1,2-diols synthesized independently. Furthermore, the configurations of the boronates and the chiral methyllithiums derived from them were deduced from a single-crystal X-ray structure analysis of a carbamate in which the tributylstannyl group had been replaced by the [(1R)-menthyl]dimethylstannyl group.

HYDROXYMETHYLBORON COMPOUNDS

The present invention provides compounds which are useful as safe substitutes for the organotin reagent used in coupling reaction for the oxymethylation of aromatic rings, such as alkoxymethylation or hydroxymethylation, with a palladium catalyst and which can dispense with chromatographic purification with silica gel in the production and are suitable for mass production; and compounds applicable even to the oxymethylation of aromatic ring substrates which do not permit coupling reaction by conventional technique or have low reactivity.