19647-68-8

Basic information

• Product Name: (S)-benzyl 3-hydroxy-1-(methylamino)-1-oxopropan-2-ylcarbamate
• Synonyms: (S)-benzyl 3-hydroxy-1-(methylamino)-1-oxopropan-2-ylcarbamate
• CAS NO: 19647-68-8
• Molecular Formula: C₁₂H₁₆N₂O₄
• Molecular Weight: 252.26644
• Mol File: 19647-68-8.mol

Chemical Properties

• Appearance: /
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: (S)-benzyl 3-hydroxy-1-(methylamino)-1-oxopropan-2-ylcarbamate(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-benzyl 3-hydroxy-1-(methylamino)-1-oxopropan-2-ylcarbamate(19647-68-8)
• EPA Substance Registry System: (S)-benzyl 3-hydroxy-1-(methylamino)-1-oxopropan-2-ylcarbamate(19647-68-8)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 19647-68-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Applications:
(S)-benzyl 3-hydroxy-1-(methylamino)-1-oxopropan-2-ylcarbamate is used as a potential pharmaceutical compound for its unique combination of functional groups. The presence of a carbamate group, a benzyl group, and a hydroxyl group may contribute to its interaction with biological targets, making it a candidate for drug development. The specific stereochemistry indicated by the "(S)" prefix could be crucial for its biological activity, as stereoisomers can have different effects on biological systems.
Used in Drug Development:
In the pharmaceutical industry, (S)-benzyl 3-hydroxy-1-(methylamino)-1-oxopropan-2-ylcarbamate is used as a lead compound for the development of new drugs. Its structural features, including the carbamate and benzyl groups, may allow it to interact with specific receptors or enzymes, potentially leading to therapeutic effects. (S)-benzyl 3-hydroxy-1-(methylamino)-1-oxopropan-2-ylcarbamate's potential applications in drug development would be explored through further research, including testing for efficacy, safety, and pharmacokinetic properties.
Used in Chemical Research:
(S)-benzyl 3-hydroxy-1-(methylamino)-1-oxopropan-2-ylcarbamate is also used as a subject of chemical research to understand its reactivity, stability, and potential interactions with other molecules. This research could provide insights into the compound's behavior under various conditions and may contribute to the development of new synthetic methods or applications in other fields, such as materials science or environmental chemistry.

Upstream product

• 56-45-1 L-serin 
• 501-53-1 benzyl chloroformate 
• 74-89-5 methylamine 
• 26054-60-4 ((S)-2-Oxo-oxetan-3-yl)-carbamic acid benzyl ester 
• 1676-81-9 N-benzyloxycarbonyl-L-serine methyl ester 
• 1145-80-8 N-(benzyloxycarbonyl)-L-serine 

Downstream Products

• 211992-84-6 (R)-2-benzyloxycarbonylamino-3-methylamino-1-propanol 
• 211992-88-0 (R)-2-benzyloxycarbonylamino-3--amino-1-propanol 
• 211992-86-8 ethyl (R)-N-(2-benzyloxycarbonylamino-3-hydroxy)propyl-N-methylaminoacetate 
• 1025925-41-0 (R)-2-benzyloxycarbonylamino-3-[N-(tert-butoxycarbonyl)-N-methyl]amino-1-methanesulfonyloxypropane 
• 1026503-49-0 [((R)-2-Benzyloxycarbonylamino-3-methanesulfonyloxy-propyl)-methyl-amino]-acetic acid ethyl ester 

Relevant articles and documents

Strategy for O-alkylation of serine and threonine from serinyl and threoninyl acetic acids by photoinduced decarboxylative radical reactions: Connection between serine/threonine and carbohydrates/amino acids at the side chain

O-Alkylations of serine and threonine derivatives at the hydroxy group were achieved using photoinduced decarboxylative radical reactions of serinyl and threoninyl acetic acids with an organic photocatalyst without racemization under mild conditions. Photoinduced decarboxylative radical additions of serinyl and threoninyl acetic acids to electron-deficient alkenes provided linked serine and threonine with carbohydrates and amino acids at the side chain. In addition, O-methylations containing deuterium and O-benzylation of serine were performed under similar photochemical conditions.

Efficient synthesis of (R)-6-benzyloxycarbonylamino-1-methyl-4-(3- methylbenzyl)hexahydro-1,4-diazepine. I

An efficient and practical method for large scale synthesis of (R)-6- benzyloxycarbonylamino-1-methyl-4-(3-methylbenzyl)hexahydro-1,4-diazepine (R- 3), which is a key intermediate in the synthesis of DAT-582, a potent and selective serotonin-3 receptor antagonist, is described. The precursor of R- 3, the (S)-2,3-diaminopropylaminoacetate S-5, was obtained from the chiral triaminopropane derivative R-19. Nucleophilic reaction of the chiral mesylate R-11 with 3-methylbenzylamine gave the racemic 2,3-diaminopropylaminoacetate (±)-5 via the achiral azetidinium cation 12, while the reaction of the N- protected mesylate R-14 produced the desired triamine S-15 but in poor yield. However, reaction of the N-protected mesylate S-18 with a large excess of methylamine proceeded smoothly to afford R-19 in good yield. S-5 was converted into R-3 with >99% enantiomeric excess using an intramolecular reductive cyclization method.

Reaction of Trimethylsilylamines with N-Cbz-L-Serine-β-Lactone: A Convenient Route to Optically Pure β-Amino-L-alanine Derivatives

Trimethylsilylamines, Me3Si-NR2, react with N-Cbz-L-serine-β-lactone in acetonitrile primarily by alkyl oxygen cleavage of the lactone ring to give optically pure N-Cbz-β-amino-L-alanine derivatives in good yields.Use of halogenated sovents such as chloro