6-Methyltryptophan

Base Information

• Chemical Name: 6-Methyltryptophan
• CAS No.: 33468-34-7
• Molecular Formula: C12H14N2O2
• Molecular Weight: 218.25200
• Hs Code.: 2933998090
• DSSTox Substance ID: DTXSID60941788
• Nikkaji Number: J489.752H
• Mol file: 33468-34-7.mol

Synonyms:6-Methyltryptophan;6-methyl-l-tryptophan;33468-34-7;Tryptophan, 6-methyl-;1991-93-1;(S)-2-amino-3-(6-methyl-1H-indol-3-yl)propanoic acid;(2S)-2-amino-3-(6-methyl-1H-indol-3-yl)propanoic acid;(2S)-2-azanyl-3-(6-methyl-1H-indol-3-yl)propanoic acid;SCHEMBL503548;DTXSID60941788;MFCD06797708;BS-42156;A50544;(S)-2-amino-3-(6-methyl-1H-indol-3-yl)propanoicacid;8IK

Chemical Property of 6-Methyltryptophan

Chemical Property:

• PSA: 79.11000
• LogP: 2.13100
• XLogP3: -0.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 218.105527694
• Heavy Atom Count: 16
• Complexity: 270

Purity/Quality:

97% ^*data from raw suppliers

(S)-2-Amino-3-(6-methyl-1H-indol-3-yl)propanoicacid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC2=C(C=C1)C(=CN2)CC(C(=O)O)N
• Isomeric SMILES: CC1=CC2=C(C=C1)C(=CN2)C[C@@H](C(=O)O)N

Technology Process of 6-Methyltryptophan

There total 14 articles about 6-Methyltryptophan which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 74.0%

6-methylindole (3420-02-8) + L-serin (56-45-1,83245-15-2) → 6-methyl-D-tryptophan (67008-97-3,1991-93-1,33468-34-7)

Guidance literature:

6-methylindole; L-serin; With Salmonella enterica tryptophan synthase; In methanol; aq. phosphate buffer; at 37 ℃; pH=8.0; Enzymatic reaction;

With (2R)-aspartic acid; In methanol; aq. phosphate buffer; pH=8.0;

In aq. phosphate buffer; deuteromethanol; at 37 ℃; pH=8.0; stereoselective reaction; Enzymatic reaction;

DOI:10.1021/acscatal.9b00739

Reference yield:

4-[3-(6-methylindolyl)methyl]-4-hydroxy-2-hydroxyimino-glutalic acid ammonium salt (851364-80-2) → (2RS,4SR)-4-hydroxy-4-(6-methylindole-3-ylmethyl)glutamic acid + (2RS,4RS)-4-hydroxy-4-(6-methylindole-3-ylmethyl)glutamic acid + 6-methyl-DL-tryptophan (2280-85-5,1991-93-1,33468-34-7) + rac-Ala-OH (302-72-7,25191-17-7,18875-37-1)

Guidance literature:

With ammonia; hydrogen; 5% rhodium on carbon; In water; at 20 ℃; under 8360.56 Torr;

Reference yield:

→ 6-methyl-DL-tryptophan (2280-85-5,1991-93-1,33468-34-7)

Guidance literature:

With potassium hydroxide;

DOI:10.1039/jr9480000705 DOI:10.1021/ja01104a028

upstream raw materials:

4-[3-(6-methylindolyl)methyl]-4-hydroxy-2-hydroxyimino-glutalic acid ammonium salt

N^α-acetyl-6-methyl-D,L-tryptophan

6-methyl-DL-tryptophan

6-methylindole

Downstream raw materials:

6-methyl-L-tryptophan

6-methyl-D-tryptophan

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