Fmoc-Trp(Boc)-OH

Synonym(s):N_α-Fmoc-N_(in)-Boc-L-tryptophan;N_(in)-Boc-N_α-Fmoc-L-tryptophan;Fmoc-Trp(Boc)-OH;N-α-Fmoc-N-in-t.-Boc-L-tryptophan

CAS NO.：143824-78-6
Empirical Formula: C31H30N2O6
Molecular Weight: 526.58
MDL number: MFCD00153366
EINECS: 604-383-0
SAFETY DATA SHEET (SDS)
Update Date: 2024-10-31 18:15:42

What is Fmoc-Trp(Boc)-OH?

Chemical properties

White solid

The Uses of Fmoc-Trp(Boc)-OH

Fmoc-Trp(Boc)-OH is a very useful synthetic intermediate. It is used to prepare Trp containing-peptides.

The Uses of Fmoc-Trp(Boc)-OH

Fmoc-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 Description

The 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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Properties of Fmoc-Trp(Boc)-OH

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
pka	3.71±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
CAS DataBase Reference	143824-78-6(CAS DataBase Reference)

Safety information for Fmoc-Trp(Boc)-OH

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07 Environment GHS09
GHS Hazard Statements	H317:Sensitisation, Skin H401:Hazardous to the aquatic environment, acute hazard H411:Hazardous to the aquatic environment, long-term hazard
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P321:Specific treatment (see … on this label). P333+P313:IF SKIN irritation or rash occurs: Get medical advice/attention.