60656-87-3 Usage
Description
Benzyloxyacetaldehyde is a non-natural aldehyde that exists as a pale yellow oil. It is known for undergoing enantioselective Mukaiyama aldol reactions with silylketene acetal nucleophiles in the presence of a C2-symmetric bis(oxazolinyl)pyridine Cu(II) complex, which acts as a catalyst.
Uses
Used in Pharmaceutical Industry:
Benzyloxyacetaldehyde is used as an acceptor for the engineering of 2-deoxyribose 5-phosphate aldolase variants, which are crucial in the enzymic preparation of β-ketols. This application is significant for the development of novel pharmaceutical compounds and the enhancement of existing drug synthesis processes.
Used in Chemical Synthesis:
Benzyloxyacetaldehyde serves as a key intermediate in the synthesis of various complex organic compounds, such as (3S,5S)-methyl 6-benzyloxy-3,5-dihydroxyhexanoate, (S)-5-benzyloxy-4-hydroxypentan-2-one, and myxothiazols. These synthesized compounds have potential applications in different fields, including pharmaceuticals, agrochemicals, and materials science.
Used in Research and Development:
Due to its unique chemical properties and reactivity, benzyloxyacetaldehyde is also utilized in research and development for the exploration of new synthetic pathways, the study of enantioselective reactions, and the development of novel catalysts and methodologies in organic chemistry.
Check Digit Verification of cas no
The CAS Registry Mumber 60656-87-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 6,0,6,5 and 6 respectively; the second part has 2 digits, 8 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 60656-87:
(7*6)+(6*0)+(5*6)+(4*5)+(3*6)+(2*8)+(1*7)=133
133 % 10 = 3
So 60656-87-3 is a valid CAS Registry Number.
InChI:InChI=1/C9H10O2/c10-6-7-11-8-9-4-2-1-3-5-9/h1-6H,7-8H2
60656-87-3Relevant articles and documents
Biosynthesis of sulfur compounds. Elucidation of the stereochemistry of the conversion of [3-(Methylthio)propyl]glucosinolate into allylglucosinolate (Sinigrin)
Parry,Naidu
, p. 3217 - 3219 (1982)
-
3-(5-METHOXY-1-OXOISOINDOLIN-2-YL)PIPERIDINE-2,6-DIONE DERIVATIVES AND USES THEREOF
-
Page/Page column 317-318, (2021/06/26)
The present disclosure relates to compounds of formula (I') and pharmaceutical compositions and their use in reducing Widely Interspaced Zinc Finger Motifs (WIZ) expression levels, or inducing fetal hemoglobin (HbF) expression, and in the treatment of inherited blood disorders (e.g., hemoglobinopathies, e.g., beta-hemoglobinopathies), such as sickle cell disease and beta-thalassemia.
General Asymmetric Synthetic Strategy for the α-Alkylated 2,5,6-Trisubstituted Pyran of Indanomycin and Related Natural Products
Mohapatra, Debendra K.,Padma, Ravishetty,Srinivas, Beduru,Yadav, Jhillu S.
, (2020/03/26)
A general synthetic strategy for convergent asymmetric synthesis of C1–C10 fragment of tetraene-containing natural product indanomycin was achieved starting from 2-(benzyloxy)acetaldehyde which in turn was obtained from very inexpensive material cis-1,4-butene-diol. Key steps include Evans' aldol reaction, HWE olefination, iodine-catalyzed tandem isomerization followed by C–O and C–C bond formation similar to our earlier report in constructing the trans-2,6-disubstituted dihydropyran ring and Evans' asymmetric alkylation.