5-Chloro-L-tryptophan

Base Information

• Chemical Name: 5-Chloro-L-tryptophan
• CAS No.: 52448-15-4
• Molecular Formula: C11H11ClN2O2
• Molecular Weight: 238.67
• Hs Code.: 2933998090
• DSSTox Substance ID: DTXSID00966874
• Nikkaji Number: J2.413.525J
• Wikidata: Q27455649
• Mol file: 52448-15-4.mol

Synonyms:5-Chloro-L-tryptophan;52448-15-4;(S)-2-Amino-3-(5-chloro-1H-indol-3-yl)propanoic acid;5-Chlorotryptophan;L-tryptophan, 5-chloro-;(2S)-2-amino-3-(5-chloro-1H-indol-3-yl)propanoic acid;(S)-2-AMINO-3-(5-CHLORO-1H-INDOL-3-YL)-PROPIONIC ACID;5'-chloro-L-tryptophan;SCHEMBL195272;DTXSID00966874;CHEBI:139481;L-Tryptophan, 5-chloro- (9CI);MFCD06797629;AKOS027384335;DS-3322;CS-0186168;C21865;EN300-263209;O10209;W-202973;Q27455649;(S)-2-Amino-3-(5-chloro-1H-indol-3-yl)propanoicacid;(2S)-2-azanyl-3-(5-chloranyl-1H-indol-3-yl)propanoic acid

Chemical Property of 5-Chloro-L-tryptophan

Chemical Property:

• Boiling Point: 476.9 °C at 760 mmHg
• PKA: 2.21±0.10(Predicted)
• Flash Point: 242.2 °C
• PSA: 79.11000
• Density: 1.474 g/cm³
• LogP: 2.47600
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Solubility.: Aqueous Acid (Slightly, Sonicated, Heated), Aqueous Base (Slightly)
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 238.0509053
• Heavy Atom Count: 16
• Complexity: 275

Purity/Quality:

99% ^*data from raw suppliers

(S)-2-Amino-3-(5-chloro-1H-indol-3-yl)propanoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1Cl)C(=CN2)CC(C(=O)O)N
• Isomeric SMILES: C1=CC2=C(C=C1Cl)C(=CN2)C[C@@H](C(=O)O)N

Technology Process of 5-Chloro-L-tryptophan

There total 11 articles about 5-Chloro-L-tryptophan 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: 56.0%

5-chloro-L-tryptophan methyl ester (93299-36-6,93299-37-7) → 5-chloro-L-tryptophan (154-07-4,52448-15-4,55325-48-9,69483-00-7)

Guidance literature:

With sodium hydroxide; In methanol;

Reference yield: 50.0%

5-chloro-D-tryptophan methyl ester (93299-36-6,93299-37-7) → 5-chloro-D-tryptophan (154-07-4,52448-15-4,55325-48-9,69483-00-7)

Guidance literature:

With sodium hydroxide; In methanol;

Reference yield:

N-methoxycarbonyl-4-cyano-L-2-aminobutyric acid methyl ester (93271-98-8) → 5-chloro-L-tryptophan (154-07-4,52448-15-4,55325-48-9,69483-00-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 70 percent / Pb(OAc)2*H₂O, hydrogen / Raney nickel / acetic acid; H₂O / Ambient temperature

2: 36 percent / 1 N HCl / H₂O

3: 87 percent / Me₃SiI / CHCl₃ / Heating

4: 56 percent / 1 N NaOH / methanol

With hydrogenchloride; sodium hydroxide; trimethylsilyl iodide; hydrogen; lead acetate; nickel; In methanol; chloroform; water; acetic acid;

upstream raw materials:

5-chloro-D-tryptophan methyl ester

5-chloro-N_b-methoxycarbonyl-D-tryptophan methyl ester

8-Acetyl-3,3a,8,8a-tetrahydro-2H-pyrrolo[2,3-b]indole-1,2-dicarboxylic acid dimethyl ester

5-chloro-L-tryptophan methyl ester

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