4779-31-1

Basic information

• Product Name: Z-ASP-OBZL
• Synonyms: CBZ-L-ASP-ALPHA-BENZYL ESTER;CBZ-L-ASPARTIC ACID A-BENZYL ESTER;2-Benzyloxycarbonylamino-succinic acid 1-benzyl ester;Z-L-aspartic acid α-benzyl ester;CBZ-ASP-OBZL;N-Benzyloxycarbonyl-L-aspartic acid ALPHA-benzyl ester;Z-L-ASPARTIC ACID A-BENZYLESTER;N-[(PHENYLMETHOXY)CARBONYL]-L-ASPARTIC ACID 1-(PHENYLMETHYL) ESTER
• CAS NO: 4779-31-1
• Molecular Formula: C₁₉H₁₉NO₆
• Molecular Weight: 357.36
• Product Categories: Amino Acids & Derivatives
• Mol File: 4779-31-1.mol
• Article Data: 9

Chemical Properties

• Melting Point: 83-85°C
• Boiling Point: 583.5 °C at 760 mmHg
• Flash Point: 306.7 °C
• Appearance: Colourless solid
• Density: 1.293 g/cm³
• Vapor Pressure: 1.85E-14mmHg at 25°C
• Refractive Index: 1.581
• Storage Temp.: Store at RT.
• Solubility: Acetone, Chloroform, DMSO, Ether, Methanol
• PKA: 4.09±0.19(Predicted)
• CAS DataBase Reference: Z-ASP-OBZL(CAS DataBase Reference)
• NIST Chemistry Reference: Z-ASP-OBZL(4779-31-1)
• EPA Substance Registry System: Z-ASP-OBZL(4779-31-1)

Safety Data

• Hazardous Substances Data: 4779-31-1(Hazardous Substances Data)

Usage

Chemical Properties

Colourless Solid

Uses

N-Carbobenzyloxy-L-aspartic Acid 1-Benzyl Ester (cas# 4779-31-1) is a compound useful in organic synthesis.

InChI:InChI=1/C19H19NO6/c21-17(22)11-16(18(23)25-12-14-7-3-1-4-8-14)20-19(24)26-13-15-9-5-2-6-10-15/h1-10,16H,11-13H2,(H,20,24)(H,21,22)/t16-/m0/s1

Upstream product

• 7362-93-8 (S)-3-amino-4-(benzyloxy)-4-oxobutanoic acid 
• 88966-25-0 N-benzyloxycarbonyl-L-aspartic anhydride 
• 100-51-6 benzyl alcohol 
• 4515-23-5 N-benzyloxycarbonyl-L-aspartic acid anhydride 
• 64578-11-6 N-(benzyloxycarbonyl)-L-aspartic acid-4-chloride-1-benzyl ester 
• 2303-76-6 sodium diethyl phosphite 
• 27344-79-2 sodium diisopropyl phosphite 
• 80452-05-7 Caesium; (S)-2-benzyloxycarbonylamino-3-tert-butoxycarbonyl-propionate 
• 100-39-0 benzyl bromide 
• 1152-61-0 N-Cbz-L-Asp 
• 4668-39-7 benzyl N^α-benzyloxycarbonyl-L-asparaginate 
• 80452-06-8 N-benzyloxycarbonyl-L-aspartic acid 1-benzyl ester 4-tert-butyl ester 
• 501-53-1 benzyl chloroformate 
• 100-55-0 3-hydroxymethylpyridin 

Downstream Products

• 7621-84-3 O¹-benzyl-N-benzyloxycarbonyl-L-aspartic acid-anhydride 
• 109276-80-4 (S)-2-Benzyloxycarbonylamino-succinic acid 1-benzyl ester 4-(2-thioxo-2H-pyridin-1-yl) ester 
• 94875-01-1 Z-Asp-α-benzylester-β-cyanmethylester 
• 613264-81-6 (S)-2-Benzyloxycarbonylamino-3-(4-methyl-2,6,7-trioxa-bicyclo[2.2.2]oct-1-yl)-propionic acid benzyl ester 
• 1026639-43-9 [(S)-1-Hydroxymethyl-2-(4-methyl-2,6,7-trioxa-bicyclo[2.2.2]oct-1-yl)-ethyl]-carbamic acid benzyl ester 
• 359868-57-8 Cbz-Asp(α-OBn)-Ser(OBn) 
• 754987-62-7 (2S)-2-benzyloxycarbonylamino-4-oxo-hexanedioic acid 1-benzyl ester 6-ethyl ester 
• 613264-80-5 (S)-2-Benzyloxycarbonylamino-succinic acid 1-benzyl ester 4-(3-methyl-oxetan-3-ylmethyl) ester 
• 548483-92-7 benzyl 2(S)-2-benzyloxycarbonylamino-4-oxo-4-[5'-aminosulfamoyl-5'-deoxy-2',3'-O-isopropylidene-adenosine]-butyrate 
• 85917-85-7 2,3,4,6-tetra-O-benzyl-N-(O-benzyl-N-benzyloxycarbonyl-L-β-aspartyl)-α-D-glucopyranosylamine 
• 85917-86-8 2,3,4,6-tetra-O-benzyl-N-(O-benzyl-N-benzyloxycarbonyl-L-β-aspartyl)-β-D-glucopyranosylamine 
• 77489-38-4 2,3,4,6-tetra-O-acetyl-1-N--β-D-glucopyranosylamine 

Relevant articles and documents

Manipulating L-aspartic and L-glutamic acids - Diastereoselective synthesis of enantiopure β-amino-γ-hydroxy acids and γ-amino-δ-hydroxy acids

Enantiopure (3S,4R)- and (3S,4S)-3-amino-4-hydroxyhexanoic acids and (4S,5R)- and (4S,5S)-4-amino-5-hydroxyheptanoic acid derivatives have been prepared by stereodivergent synthesis from L-aspartic and L-glutamic acids, respectively. The stereochemistry at the carbon atom attached to the amino group was determined from the starting material but the configuration at C-4 or C-5 is controlled by diastereoselective alkylation with diethylzinc or ethylmagnesium bromide. The protection of the carboxylic group as OBO orthoester improved the yields in the final products. Wiley-VCH Verlag GmbH & Co, KGaA, 69451 Weinheim, Germany, 2003.

Synthesis of suitably protected hydroxymethylene phosphonate- and 'phosphate phosphonate'-analogues of phosphoserine and their incorporation into synthetic peptides

Two suitably protected derivatives of phosphoserine 1 have been prepared in which the regular ester-oxygen is replaced by either a hydroxymethylene moiety or by a phosphorylated hydroxymethylene moiety. The second derivative termed 'phosphate phosphonate'

Synthesis of Selectively Multi-Labelled Histidines with Stable Isotopes and Chiral Synthesis of L-Histidine from L-Aspartic Acid

An efficient and concise synthesis of three types of multi-labelled histidines with stable isotopes to be used for investigating pharmacokinetics and enzymic reaction mechanisms in vivo is described.Selective deuteriation at C-3 and C-5 of DL-diamino acid 4 was achieved by hydrogen exchange to give DL-diamino acid 5.The imidazole ring was constructed by heating of compound 5 with NaSC(15)N to give labelled 2'-mercapto-DL-histidine 6, which was oxidized at C-2' to give the desired L-histidine L-7 after enzymic resolution.To replace deuterium at C-5' with hydrogen, the labelled histidine was heated in water (pH 5.0) at 180 deg C, and subsequent enzymic resolution gave L-histidine L-8.A similar sequence of reactions carried out on the diamino acid 5 with KS(13)C(15)N gave DL-histidine 7-(13)C.Deuteriation at C-2 and C-2' of 7-(13)C with DCl-D2O (pD 5.0) at 180 deg C and subsequent back-exchange of deuterium at C-2' with water (pH 7.0) at 120 deg C gave DL-histidine 10.Synthesis of optically pure L-histidine starting from L-aspartic acid is also described.The optical purity of the synthesized L-histidine was estimated to be 93.8 percent (e.e).