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Merck
CN

8.52360

Fmoc-L-propargylglycine

Novabiochem®

Synonym(s):

Fmoc-L-propargylglycine, N-Fluorenemethoxycarbonyl-L-propargyl glycine

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About This Item

Empirical Formula (Hill Notation):
C20H17NO4
CAS Number:
Molecular Weight:
335.35
UNSPSC Code:
12352209
NACRES:
NA.22
MDL number:
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Product Name

Fmoc-L-propargylglycine, Novabiochem®

SMILES string

N([C@@H](CC#C)C(=O)O)C(=O)OCC1c2c(cccc2)c3c1cccc3

InChI

1S/C20H17NO4/c1-2-7-18(19(22)23)21-20(24)25-12-17-15-10-5-3-8-13(15)14-9-4-6-11-16(14)17/h1,3-6,8-11,17-18H,7,12H2,(H,21,24)(H,22,23)/t18-/m0/s1

InChI key

DJGMNCKHNMRKFM-SFHVURJKSA-N

product line

Novabiochem®

form

solid

reaction suitability

reaction type: Fmoc solid-phase peptide synthesis

manufacturer/tradename

Novabiochem®

application(s)

peptide synthesis

functional group

alkyne

storage temp.

15-25°C

Quality Level

Analysis Note

Colour (visual): white to slight yellow to beige
Appearance of substance (visual): powder
Identity (IR): passes test
Enantiomeric purity: ≥ 99.5 % (a/a)
Assay (HPLC, area%): ≥ 98.0 % (a/a)
Optical rotation α 25/D (c=1 in DMF): -21.0 - -18.0 °
Solubility (1 mmole in 2 ml DMF): clearly soluble

General description

Building block for the introduction by Fmoc SPPS of an amino acid bearing an alkyne side chain. Such derivatives are useful tools for the synthesis of cyclic peptides by an alkyne-alkyne Glaser coupling, involving Cu(OAc)2/pyridine and heating to 60 °C using microwaves.

Associated Protocols and Technical Articles
Cleavage and Deprotection Protocols for Fmoc SPPS

Legal Information

Novabiochem is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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