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Merck
CN

737798

Sigma-Aldrich

Fmoc-leu-bt

97%

Synonym(s):

(S)-(9H-Fluoren-9-yl)methyl 1-(1H-benzo[d][1,2,3]triazol-1-yl)-4-methyl-1-oxopentan-2-ylcarbamate, (S)-N-Fmoc-1-benzotriazolylcarbonyl-3-methylbutylamine

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About This Item

Empirical Formula (Hill Notation):
C27H26N4O3
CAS Number:
1072840-99-3
Molecular Weight:
454.52
MDL number:
MFCD12912215
UNSPSC Code:
12352200
PubChem Substance ID:
329765228
NACRES:
NA.26

Key Documents

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Assay

97%

form

solid

reaction suitability

reaction type: Fmoc solid-phase peptide synthesis

mp

121-126 °C

application(s)

peptide synthesis

functional group

Fmoc

storage temp.

2-8°C

SMILES string

CC(C)C[C@H](NC(=O)OCC1c2ccccc2-c3ccccc13)C(=O)n4nnc5ccccc45

InChI

1S/C27H26N4O3/c1-17(2)15-24(26(32)31-25-14-8-7-13-23(25)29-30-31)28-27(33)34-16-22-20-11-5-3-9-18(20)19-10-4-6-12-21(19)22/h3-14,17,22,24H,15-16H2,1-2H3,(H,28,33)/t24-/m0/s1

InChI key

ZWFTXRDNFPCOSI-DEOSSOPVSA-N

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 Code

13 - Non 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
MKBL4026V

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