3160-47-2

Basic information

• Product Name: Z-ASP(OME)-OH
• Synonyms: CBZ-L-ASPARTIC ACID 4-METHYL ESTER;CBZ-ASP(OME)-OH;N-ALPHA-CARBOBENZOXY-L-ASPARATIC ACID BETA-METHYL ESTER;N-BENZYLOXYCARBONYL-L-ASPARTIC ACID 4-METHYL ESTER;N-CBZ-L-ASPARTIC ACID BETA-METHYL ESTER;(S)-2-BENZYLOXYCARBONYLAMINO-SUCCINIC ACID 4-METHYL ESTER;(S)-2-N-CBZ-AMINO-SUCCINIC ACID 4-METHYL ESTER;Z-ASP(OME)-OH
• CAS NO: 3160-47-2
• Molecular Formula: C₁₃H₁₅NO₆
• Molecular Weight: 281.26
• EINECS: 1312995-182-4
• Product Categories: Z-Amino Acids and Derivatives;Z-Amino acid series
• Mol File: 3160-47-2.mol
• Article Data: 16

Chemical Properties

• Melting Point: 98 °C
• Boiling Point: 503.6 °C at 760 mmHg
• Flash Point: 258.3 °C
• Appearance: White/Powder
• Density: 1.304 g/cm³
• Vapor Pressure: 5.82E-11mmHg at 25°C
• Refractive Index: 1.539
• Storage Temp.: −20°C
• PKA: 3.63±0.23(Predicted)
• BRN: 6279422
• CAS DataBase Reference: Z-ASP(OME)-OH(CAS DataBase Reference)
• NIST Chemistry Reference: Z-ASP(OME)-OH(3160-47-2)
• EPA Substance Registry System: Z-ASP(OME)-OH(3160-47-2)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• Hazardous Substances Data: 3160-47-2(Hazardous Substances Data)

Usage

Chemical Properties

White powder

InChI:InChI=1/C13H15NO6/c1-19-11(15)7-10(12(16)17)14-13(18)20-8-9-5-3-2-4-6-9/h2-6,10H,7-8H2,1H3,(H,14,18)(H,16,17)/t10-/m0/s1

Upstream product

• 67-56-1 methanol 
• 57933-83-2 Isopropenyl chloroformate 
• 1152-61-0 N-Cbz-L-Asp 
• 4515-23-5 N-benzyloxycarbonyl-L-aspartic acid anhydride 
• 13139-17-8 N-(Benzyloxycarbonyloxy)succinimide 
• 2177-62-0 β-methyl L-aspartate 
• 35909-93-4 dimethyl (2S)-2-[(phenylmethoxy)carbonylamino]-butane-1,4-dioate 
• 16856-13-6 (+)-β-methyl-L-aspartate hydrochloride 
• 501-53-1 benzyl chloroformate 
• 79-22-1 methyl chloroformate 

Downstream Products

• 3330-39-0 N-(Benzyloxycarbonyl)-L-asparaginsaeure-α-(4-nitro-phenyl)-β-methylester 
• 39993-92-5 (S)-2-Benzyloxycarbonylamino-succinic acid 4-methyl ester 1-pentafluorophenyl ester 
• 39993-91-4 (S)-2-Benzyloxycarbonylamino-succinic acid 4-methyl ester 1-(2,4,5-trichloro-phenyl) ester 
• 47307-26-6 (S)-2-benzyloxycarbonylamino-succinic acid 1-tert-butyl ester 
• 60079-12-1 β-Methyl α-tert-butyl (2S)-N-(benzyloxycarbonyl)aspartate 
• 116116-14-4 Z-Asp(OCH₃)-PheOCH₃ 
• 152502-16-4 methyl 5-amino>salicylate 
• 106063-06-3 (-)-N-Cbz-α-PNB-β-methyl-L-asparate 
• 129748-99-8 N^α-Cbz-β-carboxymethyl-N-(2'-benzoylphenyl)aspartamide 
• 54430-88-5 (S)-3-Benzyloxycarbonylamino-N-(2,4,6-trichloro-phenoxycarbonylmethyl)-succinamic acid methyl ester 
• 199921-24-9 (2S)-2-benzyloxycarbonylamino-succinic acid-4-methyl ester 1-(3-methyl-but-3-enyl)ester 
• 229487-00-7 3-benzyloxycarbonylamino-N-(2-hydroxy-benzyl)-N-methyl-succinamic acid methyl ester 
• 229487-01-8 3-benzyloxycarbonylamino-N-(2,5-dihydroxy-benzyl)-N-methyl-succinamic acid methyl ester 
• 229487-02-9 3-benzyloxycarbonylamino-N-(2,5-dimethoxy-benzyl)-N-methyl-succinamic acid methyl ester 

Relevant articles and documents

SuFExable Isocyanides for Ugi Reaction: Synthesis of Sulfonyl Fluoro Peptides

Herein, the sulfonyl fluoro isocyanides were first developed as a new type of SuFExable synthon, and they are used as building blocks in the Ugi reaction (U-4CR). The Ugi reaction was established and the substrate scope was investigated, and various sulfonyl fluoro α-amino amides and peptides could be reached in a one-step synthesis. Therefore, this protocol opens a new vision for SuFExable building blocks and click chemistry, and it also provides a distinct approach to sulfonyl fluoro peptides.

Synthesis of desmosine-containing cyclic peptide for the possible elucidation of elastin crosslinking structure

Elastin is a vital extracellular matrix protein, which is known for providing elasticity in numerous tissues. It is formed by the self-assembly and subsequent crosslinking of elastin precursor, tropoelastin. Two tetrafunctional, pyridinium-based amino acids desmosine and isodesmosine are exclusively found in elastin and play an important role as crosslinkers. Structural elucidation of elastin has eluded scientists to date, owing to the highly cross-linked structure and insoluble nature. Therefore, in this study, we aimed to synthesize a desmosine-containing cyclic peptide as a partial elastin mimic, in order to eventually facilitate the elucidation of the crosslinking pattern of elastin by mass spectrometric analysis.

A PREPARATION METHOD OF SITAGLIPTIN

The present invention relates to a preparation method of sitagliptin, and more particularly, to a method of preparing sitagliptin using L-aspartic acid having a (R)-beta amino acid structure by mild amide formation, by the use of industrially applicable halo isopropylmagnesium, and by removal of amine protecting group using Pd/C and H2 and carbonyl reduction using reducing agent.