20806-42-2

Basic information

• Product Name: D-Serine, N-[(phenylmethoxy)carbonyl]-O-(phenylmethyl)-
• CAS NO: 20806-42-2
• Molecular Formula: C18H19NO5
• Molecular Weight: 329.353
• Mol File: 20806-42-2.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: D-Serine, N-[(phenylmethoxy)carbonyl]-O-(phenylmethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: D-Serine, N-[(phenylmethoxy)carbonyl]-O-(phenylmethyl)-(20806-42-2)
• EPA Substance Registry System: D-Serine, N-[(phenylmethoxy)carbonyl]-O-(phenylmethyl)-(20806-42-2)

Safety Data

• Hazardous Substances Data: 20806-42-2(Hazardous Substances Data)

Usage

Description

D-Serine, N-[(phenylmethoxy)carbonyl]-O-(phenylmethyl)is a chemical compound that belongs to the class of organic compounds known as N-acyl-alpha amino acids and derivatives. It is a derivative of the amino acid serine, and is commonly used in research and pharmaceutical applications. D-Serine, N-[(phenylmethoxy)carbonyl]-O-(phenylmethyl)has potential therapeutic applications in the treatment of neurological disorders, as it acts as a co-agonist of the N-methyl-D-aspartate (NMDA) receptor, which plays a crucial role in synaptic plasticity, learning, and memory. Additionally, it has been implicated in the pathophysiology of schizophrenia and other psychiatric disorders, making it an important target for drug development. Furthermore, it has potential as a building block for the synthesis of peptide-based drugs and pharmaceuticals due to its unique structure.

Uses

Used in Pharmaceutical Research and Development:
D-Serine, N-[(phenylmethoxy)carbonyl]-O-(phenylmethyl)is used as a research compound for studying the role of the NMDA receptor in neurological disorders and psychiatric conditions. Its unique structure allows for the development of new drugs targeting the NMDA receptor, potentially leading to novel treatments for schizophrenia and other related disorders.
Used in Peptide-based Drug Synthesis:
D-Serine, N-[(phenylmethoxy)carbonyl]-O-(phenylmethyl)is used as a building block in the synthesis of peptide-based drugs and pharmaceuticals. Its unique structure contributes to the development of innovative therapeutic agents with improved efficacy and selectivity.
Used in Neurological Disorder Treatment:
D-Serine, N-[(phenylmethoxy)carbonyl]-O-(phenylmethyl)is used as a potential therapeutic agent in the treatment of neurological disorders. Its action as a co-agonist of the NMDA receptor may help improve synaptic plasticity, learning, and memory, offering new avenues for the management of such conditions.

Upstream product

• 10433-52-0 O-benzyl-D-serine 
• 31139-36-3 dibenzyl dicarbonate 
• 75315-63-8 N-(benzyloxycarbonyl)succinimide 
• 98695-13-7 (S)-methyl 3-(benzyloxy)-2-(benzyloxycarbonylamino)propanoate 
• 501-53-1 benzyl chloroformate 
• 5445-44-3 O-benzylserine 
• 20806-39-7 N-(benzyloxycarbonyl)-O-benzylserine 

Downstream Products

• 153805-49-3 O-benzyl-N-(benzyloxycarbonyl)-D-serine ethyl ester 
• 1073843-65-8 2-(benzyloxycarbonylamino)-N-[2-benzoyl-5-(4-(tert-butoxycarbonyl)piperazin-1-yl)phenyl]-3-(benzyloxy)propanamide 
• 1073843-57-8 2-(benzyloxycarbonylamino)-N-[2-benzoyl-6-(4-(tert-butoxycarbonyl)piperazin-1-yl)phenyl]-3-(benzyloxy)propanamide 
• 1027501-00-3 (S)-2-Benzyloxymethyl-4-(3,4,5-trimethoxy-benzoyl)-3,4-dihydro-2H-pyrazine-1-carboxylic acid benzyl ester 
• 58578-42-0 (2S)-3-benzyloxy-2-<(benzyloxycarbonyl)amino>propanol 
• 226699-20-3 (R)-N-benzyloxycarbonyl O-benzyl serinamide 
• 867156-51-2 (S)-3-Benzyloxy-2-[(2S,3R)-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-3-hydroxy-butyrylamino]-propionic acid (S)-2-((4S,5S)-2,2,5-trimethyl-[1,3]dioxan-4-yl)-propyl ester 
• 867156-54-5 (2R,3R,4S)-5-{(S)-3-Benzyloxy-2-[(2S,3R)-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-3-hydroxy-butyrylamino]-propionyloxy}-3-hydroxy-2,4-dimethyl-pentanoic acid 
• 867156-52-3 (S)-3-Benzyloxy-2-[(2S,3R)-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-3-hydroxy-butyrylamino]-propionic acid (2S,3S,4S)-3,5-dihydroxy-2,4-dimethyl-pentyl ester 
• 867156-58-9 (3S,6S,9S,12R,13R,14S)-3-Benzyloxymethyl-6-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-13-hydroxy-9-isopropyl-12,14-dimethyl-1-oxa-4,7,10-triaza-cyclopentadecane-2,5,8,11-tetraone 
• 867156-53-4 (S)-3-Benzyloxy-2-[(2S,3R)-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-3-hydroxy-butyrylamino]-propionic acid (2S,3R,4R)-3-hydroxy-2,4-dimethyl-5-oxo-pentyl ester 
• 867156-57-8 (3S,6S,9S,12R,13R,14S)-3-Benzyloxymethyl-13-hydroxy-6-((R)-1-hydroxy-ethyl)-9-isopropyl-12,14-dimethyl-1-oxa-4,7,10-triaza-cyclopentadecane-2,5,8,11-tetraone 
• 867156-50-1 (S)-2-Amino-3-benzyloxy-propionic acid (S)-2-((4S,5S)-2,2,5-trimethyl-[1,3]dioxan-4-yl)-propyl ester 
• 867039-07-4 (S)-2-Amino-3-benzyloxy-propionic acid (R)-1-[(S)-1-((4S,5S)-2,2,5-trimethyl-[1,3]dioxan-4-yl)-ethyl]-tetradecyl ester 

Relevant articles and documents

METHOD FOR PRODUCING CARBOXYLIC ACID AND ALCOHOL BY HYDROLYSIS OF ESTER

As shown by the following formula (1), after methyl laurate (2 mmol) and water (8 mL) are added to an ammonium pyrosulfate catalyst (5 mol%), a hydrolysis reaction of methyl laurate is carried out by heating for 24 hours at 60°C while stirring is performed, so that lauric acid can be obtained with a yield of 86%.

A stereoselective synthesis of 3(R)-hydroxy-2(S)-ornithine

(2S,3R) Threo-3-hydroxy-ornithine has been synthesized efficiently using a highly stereoselective iodocyclocarbamation of the chiral Z-olefin 7 prepared from D-serine.