114525-95-0

Basic information

• Product Name: D-Phenylalanine, N-methyl-, 1,1-dimethylethyl ester
• CAS NO: 114525-95-0
• Molecular Formula: C14H21NO2
• Molecular Weight: 235.326
• Mol File: 114525-95-0.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: D-Phenylalanine, N-methyl-, 1,1-dimethylethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: D-Phenylalanine, N-methyl-, 1,1-dimethylethyl ester(114525-95-0)
• EPA Substance Registry System: D-Phenylalanine, N-methyl-, 1,1-dimethylethyl ester(114525-95-0)

Safety Data

• Hazardous Substances Data: 114525-95-0(Hazardous Substances Data)

Upstream product

• 3403-25-6 tert-butyl (2R)-2-amino-3-phenyl-propanoate hydrochloride 
• 114525-84-7 C₂₂H₂₇NO₄ 
• 2448-45-5 Cbz-D-Phe 
• 114526-00-0 (2R)-2-[[(benzyloxy)carbonyl](methyl)amino]-3-phenylpropanoic acid 
• 540-88-5 acetic acid tert-butyl ester 
• 56564-52-4 N-methyl-D-phenylalanine 

Downstream Products

• 1563182-38-6 C₂₄H₂₇F₆N₃O₂ 
• 1563182-39-7 C₂₅H₂₉F₆N₃O₂ 
• 1563182-33-1 C₂₆H₂₉F₆N₃O₂ 
• 593253-02-2 (S)-2-[(R)-3-(3-tert-Butoxycarbonylamino-propionyloxy)-2,2-dimethyl-oct-7-ynoylamino]-3-methyl-butyric acid (S)-1-[((R)-1-tert-butoxycarbonyl-2-phenyl-ethyl)-methyl-carbamoyl]-2-methyl-propyl ester 
• 593252-96-1 (S)-2-[(S)-3-(3-tert-Butoxycarbonylamino-propionyloxy)-2,2-dimethyl-oct-7-ynoylamino]-3-methyl-butyric acid (S)-1-[((R)-1-tert-butoxycarbonyl-2-phenyl-ethyl)-methyl-carbamoyl]-2-methyl-propyl ester 
• 593252-95-0 (S)-2-((S)-3-Hydroxy-2,2-dimethyl-oct-7-ynoylamino)-3-methyl-butyric acid (S)-1-[((R)-1-tert-butoxycarbonyl-2-phenyl-ethyl)-methyl-carbamoyl]-2-methyl-propyl ester 
• 593252-99-4 (S)-2-((R)-3-Hydroxy-2,2-dimethyl-oct-7-ynoylamino)-3-methyl-butyric acid (S)-1-[((R)-1-tert-butoxycarbonyl-2-phenyl-ethyl)-methyl-carbamoyl]-2-methyl-propyl ester 
• 593252-88-1 (S)-2-Benzyloxycarbonylamino-3-methyl-butyric acid (S)-1-[((R)-1-tert-butoxycarbonyl-2-phenyl-ethyl)-methyl-carbamoyl]-2-methyl-propyl ester 

Relevant articles and documents

Modulators of hERAP2 discovered by high-throughput screening

Endoplasmic reticulum aminopeptidase 2, ERAP2, is an emerging pharmacological target in cancer immunotherapy and control of autoinflammatory diseases, as it is involved in antigen processing. It has been linked to the risk of development of spondyloarthritis, and it associates with the immune infiltration of tumours and strongly predicts the overall survival for patients receiving check-point inhibitor therapy. While some selective inhibitors of its homolog ERAP1 are available, no selective modulator of ERAP2 has been disclosed so far. In order to identify such compounds, we screened an in-house focused library of 1920 compounds designed to target metalloenzymes. Structure-Activity Relationships and docking around two hits led to the discovery of selective inhibitors of ERAP2. Amid those, some bind to yet untapped amino-acids in the S1 pocket. Importantly, we disclose also the first activator of small substrates hydrolysis by ERAP2. Inhibitors and activators identified in this study could serve as useful starting points for optimization.

The total synthesis and stereochemical revision of yanucamide A

(Matrix presented) The first total synthesis of yanucamide A is reported via amide and ester couplings of the key components. This synthesis has established the configuration at the previously ambiguous 3-position, and also revised the stereochemistry at the 22-position, to give 3S,12S,17S,22S for the natural product.