86123-95-7 Usage
Description
D-Serine, N-[(1,1-dimethylethoxy)carbonyl]-O-methyl(9CI), also known as Boc-O-methyl-D-serine, is a synthetic derivative of the naturally occurring amino acid D-serine. It features a unique chemical structure with a protected D-serine moiety, which is essential for its stability and reactivity in various applications. D-Serine, N-[(1,1-dimethylethoxy)carbonyl]-O-methyl(9CI) has gained significant attention in the scientific community due to its potential therapeutic applications and unique chemical properties.
Uses
Used in Pharmaceutical Industry:
D-Serine, N-[(1,1-dimethylethoxy)carbonyl]-O-methyl(9CI) is used as a key intermediate in the synthesis of acylamino acid heterocyclyl amides and deuterated derivatives. These compounds have shown promising therapeutic potential for the treatment of BAF complex-related disorders, which are a group of diseases characterized by the dysfunction of the BAF chromatin remodeling complex. The BAF complex plays a crucial role in regulating gene expression, and its dysregulation has been implicated in various diseases, including cancer and neurodegenerative disorders.
In the development of novel therapeutic agents, Boc-O-methyl-D-serine serves as a valuable building block, enabling the creation of more effective and targeted drugs. Its unique chemical structure allows for the design of molecules with improved pharmacokinetic properties, such as enhanced stability, bioavailability, and selectivity for specific biological targets.
Furthermore, the use of deuterated derivatives of Boc-O-methyl-D-serine in drug development can provide additional benefits, such as increased metabolic stability and reduced side effects. Deuterium, a non-radioactive isotope of hydrogen, can be incorporated into the molecular structure of drugs to improve their performance in the body. This approach has been successfully applied in the development of several pharmaceuticals, and the incorporation of deuterium into Boc-O-methyl-D-serine-based compounds may offer similar advantages.
Check Digit Verification of cas no
The CAS Registry Mumber 86123-95-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 8,6,1,2 and 3 respectively; the second part has 2 digits, 9 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 86123-95:
(7*8)+(6*6)+(5*1)+(4*2)+(3*3)+(2*9)+(1*5)=137
137 % 10 = 7
So 86123-95-7 is a valid CAS Registry Number.
InChI:InChI=1/C9H17NO5/c1-9(2,3)15-8(13)10-6(5-14-4)7(11)12/h6H,5H2,1-4H3,(H,10,13)(H,11,12)/t6-/m1/s1
86123-95-7Relevant articles and documents
Preparation method of lacosamide
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Paragraph 0031-0032, (2020/07/02)
The invention provides a novel methylation method of a lacosamide synthesis intermediate, which comprises the following steps: methylating a compound I in a reaction solvent at a proper temperature byusing trimethyloxyonium tetrafluoroborate as a methylation reagent under alkaline condition to obtain a methylation product II. The reaction formula is shown in the specification. The method has theadvantages of mild reaction condition, simple post-treatment, green methylation reagent, no high toxicity and high reaction yield, and conforms to the safe and environment-friendly green chemical concept. The method is suitable for laboratory small-scale preparation and large-scale industrial production.
Preparation method for lacosamide
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Paragraph 0036; 0037, (2017/07/21)
The invention provides a preparation method for lacosamide. According to the invention, easily available Boc-serine (a compound I) is used as a starting material for preparation of lacosamide, and the quality of prepared lacosamide is identical to the quality of an original drug. The preparation method provided by the invention uses easily available raw materials, does not need expensive iodomethane or severely toxic dimethyl sulfate, and is high in product purity and yield and low in toxicity and pollution, and requirements of reaction conditions on equipment are not high; thus, the method is suitable for industrial production.
Chiral pool approach for the synthesis of functionalized amino acids: Synthesis of antiepileptic drug (R)-lacosamide
Aratikatla, Eswar K.,Bhattacharya, Asish K.
supporting information, p. 5802 - 5803 (2015/10/05)
An efficient total synthesis of (R)-lacosamide 1 has been achieved from N-Boc-N,O-isopropylidene-l-serinol 2 which could easily be obtained from natural l-serine. Our synthesis of 1 starting from 2 using chiral pool strategy resulted in 54% overall yield.
