D,L-Homotryptophan

Base Information

• Chemical Name: D,L-Homotryptophan
• CAS No.: 26988-87-4
• Molecular Formula: C₁₂H₁₄N₂O₂
• Molecular Weight: 218.255
• DSSTox Substance ID: DTXSID00399986,DTXSID101300614
• Mol file: 26988-87-4.mol

Synonyms:D,L-Homotryptophan;26988-87-4;2-amino-4-(1H-indol-3-yl)butanoic Acid;DL-Homotryptophan;6245-92-7;A-Amino-G-(3-indole)butyric acid;SCHEMBL1769610;DTXSID00399986;DTXSID101300614;AKOS023368878;alpha-Amino-1H-indole-3-butanoic acid;2-amino-4-(1H-indol-3-yl)butanoicAcid;CS-0270262;FT-0624382;EN300-1866447;J-016641;F2147-2074

Chemical Property of D,L-Homotryptophan

Chemical Property:

• Vapor Pressure: 3.78E-09mmHg at 25°C
• Melting Point: 308°C
• Boiling Point: 457.1°C at 760 mmHg
• Flash Point: 230.3°C
• PSA: 79.11000
• Density: 1.311g/cm³
• LogP: 2.21270
• Storage Temp.: Refrigerator
• Solubility.: Aqueous Acid (Slightly, Sonicated), Aqueous Base (Slightly, Sonicated), Chlorofo
• XLogP3: -0.8
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 218.105527694
• Heavy Atom Count: 16
• Complexity: 257

Purity/Quality:

98%min ^*data from raw suppliers

D,L-Homotryptophan ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=CN2)CCC(C(=O)O)N
• Uses: D,L-Homotryptophan (cas# 26988-87-4) is a compound useful in organic synthesis.

Technology Process of D,L-Homotryptophan

There total 22 articles about D,L-Homotryptophan 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: 78.0%

2-acetamido-4-(1H-indol-3-yl)butanoic acid (205813-00-9) → L-homotryptophan (26988-87-4)

Guidance literature:

With Aspergillus acylase I; sodium hydroxide; In aq. phosphate buffer; at 37 ℃; pH=8; enantioselective reaction; Enzymatic reaction;

DOI:10.1016/j.abb.2014.07.027

Reference yield:

(2S)-2-amino-4-(1H-indol-3-yl)butyric acid → L-homotryptophan (26988-87-4)

Guidance literature:

With sodium hydroxide; In ethanol; water; at 60 ℃; for 4h;

DOI:10.1021/jo001679s

Reference yield:

cyclo-L-homotryptophan-D-valine → L-homotryptophan (26988-87-4)

Guidance literature:

With sodium hydroxide; In ethanol; at 80 ℃; for 4h;

DOI:10.1016/S0040-4039(00)00263-X

upstream raw materials:

2-acetamido-4-(1H-indol-3-yl)butanoic acid

3-(2-bromoethyl)-1H-indole

acetylamino-(2-indol-3-yl-ethyl)-malonic acid

diethyl 2-(2-(1H-indol-3-yl)ethyl)-2-acetamidomalonate