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Merck

452483

1-Methyl-D-tryptophan

95%, for peptide synthesis

Synonym(s):

(2R)-2-Amino-3-(1-methyl-1H-indol-3-yl)propanoic acid, D-(+)-1-Methyltryptophan

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About This Item

Empirical Formula (Hill Notation):
C12H14N2O2
CAS Number:
110117-83-4
Molecular Weight:
218.25
UNSPSC Code:
12352209
PubChem Substance ID:
24868706
NACRES:
NA.22
MDL number:
MFCD00274271

Key Documents

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Product Name

1-Methyl-D-tryptophan, 95%

Quality Level

100

assay

95%

form

lumps and powder

optical activity

[α]22/D +12.4°, c = 2 in acetic acid

reaction suitability

reaction type: solution phase peptide synthesis

mp

242-245 °C (lit.)

application(s)

peptide synthesis

SMILES string

Cn1cc(C[C@@H](N)C(O)=O)c2ccccc12

InChI

1S/C12H14N2O2/c1-14-7-8(6-10(13)12(15)16)9-4-2-3-5-11(9)14/h2-5,7,10H,6,13H2,1H3,(H,15,16)/t10-/m1/s1

InChI key

ZADWXFSZEAPBJS-SNVBAGLBSA-N

Related Categories

Application

Used to prepare a number of natural products including macroline alkaloids using the Pictet-Spengler reaction of tryptophan esters with aldehydes also used in the synthesis of 1-substituted indolactam precursors.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
08007EJ
09510DJ
01929PH
09315BH
09009BE

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Irie, K. et al.
Tetrahedron, 51, 6255-6255 (1995)
Adriano Boasso et al.
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Cook, J.M. et al.
Heterocycles, 27, 2795-2795 (1988)
Franco Carranza et al.
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Luciana Cavalheiro Marti et al.
Memorias do Instituto Oswaldo Cruz, 109(1), 70-79 (2013-10-22)
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