88375-62-6 Usage
Uses
Used in Pharmaceutical Industry:
(R)-threo-(3,4-methylenedioxy)-β-phenylserine is used as an intermediate in drug development for its potential biological activity and structural similarity to neurotransmitters and other biologically active molecules. Its chiral nature allows for the creation of enantiomerically pure compounds, which is essential in the development of more effective and safer medications.
Used in Organic Synthesis:
In the field of organic synthesis, (R)-threo-(3,4-methylenedioxy)-β-phenylserine is used as a building block for the synthesis of complex organic molecules. Its unique stereochemistry and functional groups enable the creation of a wide range of compounds with diverse applications, from pharmaceuticals to agrochemicals.
Used in Asymmetric Synthesis:
(R)-threo-(3,4-methylenedioxy)-β-phenylserine is utilized as a key component in asymmetric synthesis, a technique that allows for the selective production of one enantiomer over another. This is particularly important in the pharmaceutical industry, where the desired biological activity often resides in a single enantiomer, while the other may be inactive or even harmful.
Used in Agrochemical Industry:
(R)-threo-(3,4-methylenedioxy)-β-phenylserine is also used in the agrochemical industry for the development of novel pesticides and other agricultural chemicals. Its chiral nature and functional groups make it a valuable starting material for the synthesis of enantiomerically pure compounds with targeted biological activity, leading to more effective and environmentally friendly products.
Check Digit Verification of cas no
The CAS Registry Mumber 88375-62-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 8,8,3,7 and 5 respectively; the second part has 2 digits, 6 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 88375-62:
(7*8)+(6*8)+(5*3)+(4*7)+(3*5)+(2*6)+(1*2)=176
176 % 10 = 6
So 88375-62-6 is a valid CAS Registry Number.
88375-62-6Relevant academic research and scientific papers
Synthesis of β-hydroxy-α-amino acids with a reengineered alanine racemase
Fesko, Kateryna,Giger, Lars,Hilvert, Donald
supporting information; experimental part, p. 5987 - 5990 (2009/06/25)
The Y265A mutant of alanine racemase (alrY265A) was evaluated as a catalyst for the synthesis of β-hydroxy-α-amino acids. It promotes the PLP-dependent aldol condensation of glycine with a range of aromatic aldehydes. The desired products were obtained wi
General Method of Diastereo- and Enantioselective Synthesis of β-Hydroxy-α-amino Acids by Condensation of Aldehydes and Ketones with Glycine
Belokon, Yuri N.,Bulychev, Alexander G.,Vitt, Sergei V.,Struchkov, Yuri T.,Batsanov, Andrei S.,et al.
, p. 4252 - 4259 (2007/10/02)
The condensation of formaldehyde with a Ni(II) complex of glicyne Schiff base with (S)-2-acetophenone (1) or (S)-2-benzophenone (2) in CH3OH at 25 deg C in the presence of Et3N yields (S)-Ser with an enantiomeric excess (ee) of 80-90percent.The same reaction gives rise to (R)-Ser with an ee greater than 80percent in the presence of more than 0.2 N CH3ONa, α-(hydroxymethyl) serine being formed in negligible quantities.The reaction of benzaldehyde, 3,4-(methilenedioxy)benzaldehyde, and acetaldehyde with these Gly complexes in 0.2 N CH3ONa at 25 deg C yields β-hydroxy-α-amino acids: (R)-β-phenylserine, (R)-3,4-(methylenedioxy)-β-phenylserine, and (R)-threonine, respectively, with a threo/allo ratio ranging from 10:1 up to over 50:1 and ee more than 80percent.Condensation with acetone yields (R)-β-hydroxyvaline with an enantiomeric purity of 70percent.The enantiomerically pure β-hydroxy-α-amino acids can be obtained from pure diastereomers, isolated by chromatography on silica or Toyopearl HW-60.The initial reagents 1 and 2 were recovered with 60-98percent yield.The stereochemical mechanism of the reaction is discussed.
