2-amino-3-(4-methoxy-1H-indol-3-yl)propanoic Acid

Base Information

• Chemical Name: 2-amino-3-(4-methoxy-1H-indol-3-yl)propanoic Acid
• CAS No.: 199540-73-3
• Molecular Formula: C₁₂H₁₄N₂O₃
• Molecular Weight: 234.255
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID40460200
• Mol file: 199540-73-3.mol

Synonyms:199540-73-3;2-amino-3-(4-methoxy-1H-indol-3-yl)propanoic Acid;4-Methoxy-DL-tryptophan;4-METHOXY-TRYPTOPHAN;Tryptophan, 4-methoxy-;2-Amino-3-(4-methoxy-1H-indol-3-yl)propanoicacid;SCHEMBL1461062;SCHEMBL18029216;DTXSID40460200;ZHA54073;MFCD17170087;AKOS016008130;CS-W021049;AS-38644;4-Methoxy-tryptophan (H-DL-Trp(4-OMe)-OH);EN300-7414520

Chemical Property of 2-amino-3-(4-methoxy-1H-indol-3-yl)propanoic Acid

Chemical Property:

• PSA: 88.34000
• LogP: 1.83120
• Storage Temp.: 2-8°C
• XLogP3: -1.2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 234.10044231
• Heavy Atom Count: 17
• Complexity: 285

Purity/Quality:

97% ^*data from raw suppliers

2-Amino-3-(4-methoxy-1H-indol-3-yl)propanoicacid 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC2=C1C(=CN2)CC(C(=O)O)N

Technology Process of 2-amino-3-(4-methoxy-1H-indol-3-yl)propanoic Acid

There total 16 articles about 2-amino-3-(4-methoxy-1H-indol-3-yl)propanoic Acid 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: 79.0%

4-methoxy-1H-indole (4837-90-5) + L-serin (56-45-1,83245-15-2) → 4-methoxy-D-tryptophan (1094396-87-8,199540-73-3)

Guidance literature:

4-methoxy-1H-indole; 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: 47.0%

4-methoxy-1H-indole (4837-90-5) + L-serin (56-45-1,83245-15-2) → 4-methoxy-L-tryptophan (406938-53-2,199540-73-3)

Guidance literature:

With Thermotoga maritime recombinant tryptophan synthase; In aq. phosphate buffer; at 80 ℃; for 24h; pH=7.5; Inert atmosphere; Enzymatic reaction;

DOI:10.1021/ja310734n

Reference yield:

zelkovamycin E → D-Alanine (338-69-2,25191-17-7,18875-37-1) + (R)-2-aminobutyric acid (2623-91-8) + 2-((R)-1-Amino-ethyl)-thiazole-4-carboxylic acid + 4-methoxy-L-tryptophan (406938-53-2,199540-73-3)

Guidance literature:

With hydrogenchloride; In water; at 110 ℃; for 1h;

DOI:10.1021/acs.orglett.0c03565

upstream raw materials:

3-(4-methoxy-1H-indol-3-yl)-2-phenylacetylaminopropionic acid

4-methoxy-1H-indole

(4-methoxy-1H-indol-3-ylmethyl)dimethylamine

diethyl 2-(4-methoxy-1H-indol-3-ylmethyl)-2-phenylacetylaminomalonate