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452483

1-Methyl-D-tryptophan

Name: 1-Methyl-<SC>D</SC>-tryptophan
Brand: ALDRICH

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

MDL number:

MFCD00274271

UNSPSC Code:

12352209

PubChem Substance ID:

24868706

NACRES:

NA.22

product name

1-Methyl-D-tryptophan, 95%

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

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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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