Fmoc-Trp(Boc)-OH

Fmoc-Trp(Boc)-OH Basic information
Product Name:Fmoc-Trp(Boc)-OH
Synonyms:FMOC-TRP(BOC)-OH;FMOC-TRP(BOC);FMOC-TRYPTOPHAN(BOC)-OH;FMOC-NIN-T-BUTYLOXYCARBONYL-L-TRYPTOPHAN;FMOC-N-IN-BOC-L-TRYPTOPHAN;FMOC-N-BOC-L-TRYPTOPHAN;FMOC-L-TRP(BOC);FMOC-L-TRP(BOC)-OH
CAS:143824-78-6
MF:C31H30N2O6
MW:526.58
EINECS:604-383-0
Product Categories:Tryptophan [Trp, W];Fmoc-Amino Acids and Derivatives;Amino Acids;Amino Acids (N-Protected);Biochemistry;Fmoc-Amino Acids;Fmoc-Amino acid series
Mol File:143824-78-6.mol
Fmoc-Trp(Boc)-OH Structure
Fmoc-Trp(Boc)-OH Chemical Properties
Melting point ca 97℃
alpha -21 º (c=1%, DMF)
density 1.28±0.1 g/cm3(Predicted)
refractive index -20 ° (C=1, DMF)
storage temp. 2-8°C
solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
form Solid
pka3.71±0.10(Predicted)
color White to Orange to Green
optical activity[α]20/D 21±2°, c = 1% in DMF
Sensitive Moisture Sensitive
BRN 7698009
InChIKeyADOHASQZJSJZBT-SANMLTNESA-N
CAS DataBase Reference143824-78-6(CAS DataBase Reference)
Safety Information
Hazard Codes Xi,N
Risk Statements 36/37/38-51/53-43
Safety Statements 22-24/25-36/37/39-27-26-61-37-24
RIDADR 3077
WGK Germany 3
10-21
HazardClass 9
HS Code 29339900
MSDS Information
ProviderLanguage
SigmaAldrich English
Fmoc-Trp(Boc)-OH Usage And Synthesis
Chemical PropertiesWhite solid
UsesFmoc-Trp(Boc)-OH is a very useful synthetic intermediate. It is used to prepare Trp containing-peptides.
UsesFmoc-Trp(Boc)-OH can be used for the synthesis of analogs of glucagon-like peptide-1 (GLP-1) for the treatment of type 2 diabetes and various peptides by Fmoc solid phase peptide synthesis (SPPS).
General DescriptionThe use of this N-in-Boc protected derivative overcomes most of the problems associated with the preparation of Trp containing-peptides by Fmoc SPPS [1]. Cleavage with TFA generates an N-in-carboxy indole which protects the Trp from alkylation [1, 2, 3] and sulfonation [1, 4, 5, 6, 7]. The N-in-carboxy group is removed under aqueous conditions during normal work-up of the peptide.



The product number for this product was previously 04-12-1103.

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Fmoc-Trp(Boc)-OH Preparation Products And Raw materials
Preparation ProductsL-Phe-D-Trp-OH-->Fmoc-β-HomoTrp(Boc)-OH
Nalpha-Fmoc-Ndelta-trityl-L-glutamine Fmoc-Phe-OH L-5-Hydroxytryptophan METHOXYCARBONYLSULFENYL CHLORIDE Cyhalofop-butyl N-[(tert-Butoxy)carbonyl]-D-tryptophan tert-Butyl acetate Fmoc-Trp(Boc)-OH L-Tryptophan FMOC-METRP(BOC)-OH FMOC-TRP(BOC)-OPFP L-Fmoc-Aspartic acid alpha-tert-butyl ester Butyl acetate 9-Fluorenylmethyl chloroformate BUTYL OLEATE Fmoc Fmoc-Trp(Boc)-OH-15N2 N-(tert-Butoxycarbonyl)-L-alanine

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