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Merck
CN

737747

z-ala-bt

Synonym(s):

(S)-N-Z-1-(Benzotriazolylcarbonyl)ethylamine, (S)-Benzyl 1-(1H-benzo[d][1,2,3] triazol-1-yl)-1-oxopropan-2-ylcarbamate

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About This Item

Empirical Formula (Hill Notation):
C17H16N4O3
CAS Number:
820239-42-7
Molecular Weight:
324.33
UNSPSC Code:
12352200
PubChem Substance ID:
329765226
MDL number:
MFCD06762903

Key Documents

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InChI

1S/C17H16N4O3/c1-12(18-17(23)24-11-13-7-3-2-4-8-13)16(22)21-15-10-6-5-9-14(15)19-20-21/h2-10,12H,11H2,1H3,(H,18,23)/t12-/m0/s1

SMILES string

C[C@H](NC(OCC1=CC=CC=C1)=O)C(N(N=N2)C3=C2C=CC=C3)=O

InChI key

LREHLGSLFLKDDH-LBPRGKRZSA-N

form

solid

reaction suitability

reaction type: solution phase peptide synthesis

mp

95-100 °C

application(s)

peptide synthesis

storage temp.

−20°C

Application

Benzotriazole amino acids, or aminoacylbenzotriazolides, are versatile reagents for synthesizing peptides as well as their mimetics and conjugates. Benzotriazole amino acids have been used for the preparation of diverse derivatives including:

  •  Polypeptidal benzotriazolides
  •  Peptidomimetics, such as aminoxypeptides, depsipeptides and heterocyclic peptidomimetics
  •  Tagged peptides and peptidomimetics, particularly those with fluorescent labels,
  •  N, O, S, and C linked peptide conjugates

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
MKBL4027V

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Avan, I.; et al.
The Journal of Organic Chemistry, 4884-4893 null
Katritzky, A. R.; et al.
Synlett, 2392-2411 (2009)
Katritzky, A. R.; et al.
The Journal of Organic Chemistry, 8690-8694 (2009)
Hansen, F. K.; et al.
Heterocycles, 515-526 (2012)
Abdelmajeid, A.; et al.
Synthesis, 2995-3005 (2011)
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