116565-10-7

Basic information

• Product Name: (2R,3S)-N-(tert-butoxycarbonyl)-3-amino-2-hydroxy-4-phenylbutanoic acid methyl ester
• Synonyms: (2R,3S)-N-(tert-butoxycarbonyl)-3-amino-2-hydroxy-4-phenylbutanoic acid methyl ester
• CAS NO: 116565-10-7
• Molecular Weight: 309.362
• Mol File: 116565-10-7.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: (2R,3S)-N-(tert-butoxycarbonyl)-3-amino-2-hydroxy-4-phenylbutanoic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,3S)-N-(tert-butoxycarbonyl)-3-amino-2-hydroxy-4-phenylbutanoic acid methyl ester(116565-10-7)
• EPA Substance Registry System: (2R,3S)-N-(tert-butoxycarbonyl)-3-amino-2-hydroxy-4-phenylbutanoic acid methyl ester(116565-10-7)

Safety Data

• Hazardous Substances Data: 116565-10-7(Hazardous Substances Data)

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 591721-45-8 methyl 3-azido-2,4-dihydroxy-4-phenyl-(2R,3S,4R)-butanoate 
• 67-56-1 methanol 
• 13734-34-4 N-tert-butoxycarbonyl-L-phenylalanine 
• 209173-80-8 2(RS)-hydroxy-3(S)-amino-4-phenylbutanoic acid 
• 7524-50-7 methyl (2S)-2-amino-3-phenylpropanoate hydrochloride 
• 72155-45-4 Boc-L-phenylalaninal 
• 203806-58-0 Acetic acid [(2S,3R)-1-(4-methoxy-phenyl)-4-oxo-3-triisopropylsilanyloxy-azetidin-2-yl]-phenyl-methyl ester 
• 203806-57-9 (2S,3R)-2-Benzyl-4-oxo-3-triisopropylsilanyloxy-azetidine-1-carboxylic acid tert-butyl ester 
• 203806-59-1 (3R,4S)-4-Benzyl-1-(4-methoxy-phenyl)-3-triisopropylsilanyloxy-azetidin-2-one 
• 412941-20-9 C₂₈H₃₀N₂O₇ 
• 1027661-56-8 C₂₈H₂₈N₂O₇ 
• 791052-06-7 (2R,3S)-3-Amino-2-hydroxy-4-phenyl-butyric acid ethyl ester 
• 64920-29-2 2-oxo-4-phenylbutanoic acid ethyl ester 

Downstream Products

• 105181-72-4 (2R,3S)-3-tert-butoxycarbonylamino-2-hydroxy-4-phenylbutyric acid 
• 336611-71-3 [(1S,2R)-1-Benzyl-2-hydroxy-2-((8S,11S)-8-isopropyl-7,10-dioxo-2-oxa-6,9-diaza-bicyclo[11.2.2]heptadeca-1⁽¹⁶⁾,13⁽¹⁷⁾,14-trien-11-ylcarbamoyl)-ethyl]-carbamic acid tert-butyl ester 
• 573968-50-0 {(S)-1-[(1S,2R)-1-Benzyl-2-hydroxy-2-((8S,11S)-8-isopropyl-7,10-dioxo-2-oxa-6,9-diaza-bicyclo[11.2.2]heptadeca-1⁽¹⁶⁾,13⁽¹⁷⁾,14-trien-11-ylcarbamoyl)-ethylcarbamoyl]-2-methyl-propyl}-carbamic acid tert-butyl ester 
• 454423-73-5 (2R,3S)-3-{(S)-2-[(S)-2-Acetylamino-3-(1-trityl-1H-imidazol-4-yl)-propionylamino]-3-methyl-butyrylamino}-2-hydroxy-N-((8S,11S)-8-isopropyl-7,10-dioxo-2-oxa-6,9-diaza-bicyclo[11.2.2]heptadeca-1⁽¹⁶⁾,13⁽¹⁷⁾,14-trien-11-yl)-4-phenyl-butyramide 
• 98760-08-8 (2R,3S)-3-[N-(tert-butyloxycarbonyl)amino]-1,2-epoxy-4-phenylbutane 
• 233662-06-1 N-tert-butoxycarbonyl-3(S)-amino-2(R)-hydroxy-4-phenyl-1-methane sulfonyloxybutane 

Relevant articles and documents

Synthesis of macrocyclic α-ketoamide as a selective and reversible immunoproteasome inhibitor

In recent years, the human immunoproteasome has emerged as an attractive therapeutic target for various diseases, leading to a growing interest in the discovery of immunoproteasome inhibitors that selectively target specific subunits. Herein we report the design, synthesis, and evaluation of a new immunoproteasome inhibitor that feature a macrocyclic ring containing an internal α-ketoamide warhead. This compound is a selective and reversible inhibitor of immunoproteasome subunits β1i and β5i and shows essentially no inhibition of constitutive proteasome subunits. [Figure not available: see fulltext.]

Sulfinyl moiety as an internal nucleophile. Part 6: Stereospecific synthesis of 3-amino-2-hydroxy-4-phenylbutanoate

A novel and stereospecific synthesis of (2R,3S)-3-amino-2-hydroxy-4-phenylbutanoate (AHPBA) is disclosed. The key step includes regio- and stereospecific functionalization of an alkene by the pendant sulfinyl group.

Catalytic asymmetric direct α-amination reactions of 2-keto esters: A simple synthetic approach to optically active syn-β-amino-α-hydroxy esters

The catalytic enantioselective direct α-amination reaction of 2-keto esters with easily available azo dicarboxylates as the nitrogen source and chiral bisoxazoline-copper(II) complexes as the catalyst is presented. The reations proceed with excellent enan