7252-83-7 Usage
Description
Bromoacetaldehyde dimethyl acetal, also known as 2-Bromo-1,1-dimethoxyethane, is a highly reactive bifunctional compound with a good leaving group and a masked aldehyde function. It is a clear colorless to light yellow liquid and is widely used in the synthesis of various antibiotics, including erythromycin and cephalosporins, as well as other drugs.
Uses
Used in Pharmaceutical Synthesis:
Bromoacetaldehyde dimethyl acetal is used as a key intermediate in the synthesis of various antibiotics and other drugs. It is particularly useful in the production of erythromycin and cephalosporins, which are essential medications in the treatment of bacterial infections.
Used in Organic Chemistry:
Bromoacetaldehyde dimethyl acetal is used as a starting material in a variety of reactions to provide N-alkylated compounds, lactams, aldehydes, oximes, azides, and acyclic di-/polyselenides. Its reactivity and versatility make it a valuable component in organic chemistry.
Used in Synthesis of 2,3-O-acetal:
Bromoacetaldehyde dimethyl acetal is used as a reactant in the synthesis of 2,3-O-acetal via reaction with 2,3-diol in the presence of 10-camphorsulphonic acid (CSA). This reaction is crucial for the development of new chemical compounds and materials.
Used in Synthesis of Aldehyde Substituted Prodrugs:
Bromoacetaldehyde dimethyl acetal is used to react with 4-hydroxylbenzaldehyde, and the final aldehyde substituted prodrug is generated by TFA-mediated deacetalization. This process is essential for the development of new prodrugs with improved pharmacological properties and enhanced bioavailability.
Reference
Gotkowska, Joanna. "Bromoacetaldehyde Diethyl Acetal." Synlett26.15(2015):2185-2186.
Check Digit Verification of cas no
The CAS Registry Mumber 7252-83-7 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 7,2,5 and 2 respectively; the second part has 2 digits, 8 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 7252-83:
(6*7)+(5*2)+(4*5)+(3*2)+(2*8)+(1*3)=97
97 % 10 = 7
So 7252-83-7 is a valid CAS Registry Number.
InChI:InChI=1/C4H9BrO2/c1-6-4(3-5)7-2/h4H,3H2,1-2H3
7252-83-7Relevant articles and documents
Synthesis of functionalized tetrahydro-1,3-diazepin-2-ones and 1-carbamoyl-1H-pyrroles via ring expansion and ring expansion/ring contraction of tetrahydropyrimidines
Fesenko, Anastasia A.,Trafimova, Ludmila A.,Shutalev, Anatoly D.
supporting information; experimental part, p. 447 - 462 (2012/01/14)
A general approach to 6-phenylthio-substituted 2,3,4,5-tetrahydro-1H-1,3- diazepin-2-ones based on the ring expansion reaction of 1,2,3,4- tetrahydropyrimidin-2-ones under the action of nucleophiles has been developed. The first step of the synthesis was preparation of N-[(2-benzoyloxy-1-tosyl) ethyl]urea by three-component condensation of 2-benzoyloxyethanal, urea and p-toluenesulfinic acid. Nucleophilic substitution of the tosyl group in the obtained sulfone with sodium enolates of α-phenylthioketones followed by cyclization-dehydration, and debenzoylation gave 4-hydroxymethyl-5-phenylthio-1, 2,3,4-tetrahydropyrimidin-2-ones which were transformed into the 4-mesyloxymethyl-derivatives. Treatment of the latter with nucleophilic reagents, such as NaCN, sodium diethyl malonate, PhSNa, MeONa, NaBH4, sodium succinimide, or potassium phthalimide, afforded the target multi-functionalized diazepinones. The obtained 6-phenylthio-diazepinones and their 6-tosyl-substituted analogues were converted into 3-substituted 1-carbamoyl-1H-pyrroles under acidic conditions as a result of ring contraction. Effective one-pot synthesis of the latter from 4-mesyloxymethyl-pyrimidines was realized using a ring expansion/ring contraction sequence.
Synthesis of Substituted Benzocyclobutenediones
Liebeskind, Lanny S.,Lescosky, Leonard J.,McSwain, Charles M.
, p. 1435 - 1439 (2007/10/02)
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