68763-45-1

Basic information

• Product Name: BOC-ASP(OBZL)-PHE-OH
• Synonyms: BOC-L-ASPARTIC ACID BENZYL ESTER PHENYLALANINE;BOC-ASP(OBZL)-PHE-OH;(S)-2-((S)-4-(benzyloxy)-2-(tert-butoxycarbonylamino)-4-oxobutanamido)-3-phenylpropanoic acid;REF DUPL: Boc-Asp(OBzl)-Phe-OH;Boc-Asp(OBzl)-Phe-OH≥ 99% (HPLC)
• CAS NO: 68763-45-1
• Molecular Formula: C₂₅H₃₀N₂O₇
• Molecular Weight: 470.51
• Mol File: 68763-45-1.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• Storage Temp.: Store at 0-5°C
• CAS DataBase Reference: BOC-ASP(OBZL)-PHE-OH(CAS DataBase Reference)
• NIST Chemistry Reference: BOC-ASP(OBZL)-PHE-OH(68763-45-1)
• EPA Substance Registry System: BOC-ASP(OBZL)-PHE-OH(68763-45-1)

Safety Data

• Hazardous Substances Data: 68763-45-1(Hazardous Substances Data)

Usage

General Description

BOC-ASP(OBZL)-PHE-OH is a chemical compound consisting of a tert-butyloxycarbonyl (BOC) protecting group attached to aspartic acid (ASP), an ortho-benzyloxycarbonyl (OBZL) protecting group attached to phenylalanine (PHE), and a carboxylic acid (OH) functional group. BOC-ASP(OBZL)-PHE-OH is commonly used in organic chemistry as a building block for the synthesis of peptides and other bioactive molecules. The BOC and OBZL protecting groups temporarily shield the reactive functional groups of the aspartic acid and phenylalanine residues, allowing for selective chemical manipulations without damaging the desired parts of the molecule.

Upstream product

• 7647-01-0 hydrogenchloride 
• 26048-69-1 (S)-2-tert-Butoxycarbonylamino-succinic acid 4-benzyl ester 1-(4-nitro-phenyl) ester 
• 150-30-1 Phenylalanine 
• 84890-97-1 (S)-3-tert-Butoxycarbonylamino-4-isobutoxycarbonyloxy-4-oxo-butyric acid benzyl ester 
• 7536-58-5 BOC-L-aspartic acid 4-benzyl ester 
• 126706-44-3 Boc-Asp(OBzl)-Phe-OPac 
• 106556-06-3 Boc-Asp(OBzl)-Phe-OCAM 
• 13734-34-4 N-tert-butoxycarbonyl-L-phenylalanine 
• 63-91-2 L-phenylalanine 

Downstream Products

• 1147835-22-0 Boc-Asp(OBn)-Phe-Arg(Nω-NO2)-Gly-Asp(OBn)-Phe-OBn 
• 79043-76-8 N-(tert-Butoxycarbonyl)-β-benzyl-L-aspartyl-Δ^Z-phenylalanine methyl ester 
• 79043-75-7 N-(tert-Butoxycarbonyl)-β-benzyl-L-aspartyl-Δ^Z-phenylalanine azlactone 
• 79043-73-5 Dehydroaspartame 
• 67105-75-3 Boc-Tyr(SO₃Na)-Met-Gly-Trp-Met-Asp-Phe-NH₂ (Boc-CCK-7) 

Relevant articles and documents

3D QSAR of novel estrogen-RGD peptide conjugates: Getting insight into structural dependence of anti-osteoporosis activity and side effect of estrogen in ERT

To explore the structural dependence of the oral potency and side effect of estrogen-RGD peptide conjugates, here six novel conjugates were prepared via introducing RGD-tetrapeptides into both 3- and 17-positions of estradiol, and introducing RGD-octapept

CHOLECYSTOKININ HEPTAPEPTIDE ANALOGUES WITH MULTIPLE MODIFICATION IN PEPTIDE CHAIN

Using solid phase synthesis we prepared the cholecystokinin fragment Boc-CCK-7 (Boc-Tyr(SO3-Na+)-Met-Gly-Trp-Met-Asp-Phe-NH2) Ia and its seven analogues Ib - Ih.In the analogues Ib and Ic the Met residue in the carboxyterminal part of the molecule was substituted for L- or D-PheMe3.In the analogues Id and Ie with Phe residue substituted by L- or D-PheMe3 the Neo was inserted in the place of this Met residue and in the analogues If and Ig, in addition to PheMe3 substitution in the carboxyterminus, both Met residues were replaced for Neo.This dual substitution for Met residues was also applied in the analogue Ih with coded Phe residue in the C-terminus.

On the Use of Carboxamidomethyl Esters in the Protease-Catalyzed Peptide Synthesis

Carboxyamidomethyl esters (CAM esters) of Z-and Boc-protected alanine and phenylalanine were prepared in order to investigate their usefulness as substrates for α-chymotrypsin- and papain-catalyzed hydrolysis and peptide synthesis reactions.The easy removal of the CAM-C-protecting group under mild conditions and dependent on the enzyme specificity was demonstrated.Examples are given for the protease-catalyzed synthesis of various peptide derivatives using CAM esters as C- and N-components in aqueous-organic media.Comparatively short reaction times were observed. - Key words: Carboxyamidomethyl ester as C-protecting group; Enzymatic deprotection; Peptide synthesis; α-Chymotrypsin- and Papain-catalyzed peptide bond formation