30925-18-9

Basic information

• Product Name: Boc-L-aspartic acid 1-benzyl ester
• Synonyms: BOC-L-ASP-OBZL;BOC-L-ASPARTIC ACID ALPHA-BENZYL ESTER;BOC-L-ASPARTIC ACID-BENZYL ESTER;BOC-L-ASPARTIC ACID A-BENZYL ESTER;BOC-L-ASPARTIC ACID 1-BENZYL ESTER;BOC-ASP-OBZL;BOC-ASPARTIC ACID-OBZL;1-BENZYL N-BOC-L-ASPARTATE
• CAS NO: 30925-18-9
• Molecular Formula: C₁₆H₂₁NO₆
• Molecular Weight: 323.34
• Product Categories: Amino Acids;Aspartic acid [Asp, D];Boc-Amino Acids and Derivative;Boc-Amino acid series
• Mol File: 30925-18-9.mol
• Article Data: 3

Chemical Properties

• Melting Point: 95-97°C
• Boiling Point: 504.3 °C at 760 mmHg
• Flash Point: 258.8 °C
• Appearance: White to off-white/Powder
• Density: 1.219 g/cm³
• Vapor Pressure: 5.43E-11mmHg at 25°C
• Refractive Index: -22.6 ° (C=1, MeOH)
• Storage Temp.: Store at 0°C
• Solubility: Soluble in dichloromethane
• PKA: 4.09±0.19(Predicted)
• BRN: 2481680
• CAS DataBase Reference: Boc-L-aspartic acid 1-benzyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Boc-L-aspartic acid 1-benzyl ester(30925-18-9)
• EPA Substance Registry System: Boc-L-aspartic acid 1-benzyl ester(30925-18-9)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 3
• Hazardous Substances Data: 30925-18-9(Hazardous Substances Data)

Usage

Chemical Properties

Light yellow powder

Uses

N-Boc-L-aspartic acid 1-benzyl ester is used as a local anesthetic and also used in agrochemical, pharmaceutical and dyestuff field.

InChI:InChI=1/C16H21NO6/c1-16(2,3)23-15(21)17-12(9-13(18)19)14(20)22-10-11-7-5-4-6-8-11/h4-8,12H,9-10H2,1-3H3,(H,17,21)(H,18,19)/t12-/m0/s1

Upstream product

• 13726-67-5 Boc-Asp-OH 
• 100-51-6 benzyl alcohol 
• 24424-99-5 di-tert-butyl dicarbonate 
• 104-15-4 toluene-4-sulfonic acid 
• 617-45-8 aspartic Acid 
• 275827-12-8 Boc-L-Asp(OPTMSE)-OBzl 
• 13303-10-1 tert-Butyl 4-nitrophenyl carbonate 
• 7362-93-8 (S)-3-amino-4-(benzyloxy)-4-oxobutanoic acid 

Downstream Products

• 124747-27-9 (S)-2-tert-Butoxycarbonylamino-succinic acid 1-benzyl ester 4-(2-thioxo-2H-pyridin-1-yl) ester 
• 78028-93-0 1-N-(1-benzyl N-(tert-butyloxycarbonyl)-4-aspart-4-oyl)-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)amine 
• 78028-94-1 2-acetamido-3,4,6-tri-O-acetyl-1-N-<1-benzyl N-(tert-butyloxycarbonyl)-L-4-aspart-4-oyl>-2-deoxy-D-glucopyranosylamine 
• 107164-76-1 Boc-Asp(OCoc)-OBzl 
• 110575-45-6 (S)-2-tert-Butoxycarbonylamino-succinic acid 1-benzyl ester 4-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl) ester 
• 118534-75-1 Boc-Asp(O-1-Ada)-OBzl 
• 118534-76-2 Boc-Asp(O-2-Ada)-OBzl 
• 98477-95-3 Boc-Asp(OChp)-OBzl 
• 164401-88-1 Boc-β-Asp(OBzl)-Gly-Gly-NHMe 
• 87902-12-3 <4-benzyl N-(tert-butoxycarbonyl)-L-aspart-1-oyl>-L-proline methyl ester 
• 124322-09-4 (tert-butyloxycarbonyl)-α-benzyl-β-L-aspartyl-5(S)-amino-4(S)-hydroxy-2(S)-isopropyl-7-(methyloctanoyl)-L-isoleucyl-2-pyridylmethylamine 
• 124322-01-6 (S)-2-tert-Butoxycarbonylamino-N-((1S,2S,4S)-1-cyclohexylmethyl-2-hydroxy-5-methyl-4-{(1S,2S)-2-methyl-1-[(pyridin-2-ylmethyl)-carbamoyl]-butylcarbamoyl}-hexyl)-succinamic acid benzyl ester 
• 127103-27-9 BocAspOBzlβLys(Z)ProOBzl 
• 131550-37-3 (S)-2-tert-Butoxycarbonylamino-4-oxo-hexanedioic acid 6-allyl ester 1-benzyl ester 

Relevant articles and documents

Ready protease-catalyzed synthesis of carbohydrate-amino acid conjugates.

The protease-catalyzed synthesis of amino acid est-carbohydrate conjugates as glycopeptide analogues has been achieved in a highly regioselective and carbohydrate-specific manner using amino acid vinyl ester acyl donors and minimally or completely unprotected carbohydrate acyl acceptors, which together probed active sites of proteases to reveal yield efficiencies that are modulated by the carbohydrate C-2 substitutent, and that may be exploited to allow selective one-pot syntheses.

SYNTHESIS OF AMINO ACID ESTERS BY PAPAIN

A wide range of N-Boc-amino acid esters were synthesized from N-Boc-amino acids and alcohol using papain as catalyst.Suitable biphasic reaction mixtures were found for most amino acids to achieve high yield of ester synthesis.With N-Boc-L-aspartic and glutamic acids only the α carbonyl group esterified, without racemisation.