N-Acetyl 6-chlorotryptophan

Base Information

• Chemical Name: N-Acetyl 6-chlorotryptophan
• CAS No.: 50517-10-7
• Molecular Formula: C13H13ClN2O3
• Molecular Weight: 280.71
• DSSTox Substance ID: DTXSID40512177
• Mol file: 50517-10-7.mol

Synonyms:N-ACETYL 6-CHLOROTRYPTOPHAN;50517-10-7;2-acetamido-3-(6-chloro-1H-indol-3-yl)propanoic acid;N-Acetyl-6-chloro-DL-tryptophan;N-Acetyl-6-chlorotryptophan;N-Acetyl-6-chloro-L-tryptophan;SCHEMBL11278871;ACon1_001701;DTXSID40512177;AKOS017553764;AB53636;59767-02-1;SY301129;SY308483;FT-0661163;FT-0661164;EN300-17526949;BRD-A59071739-001-01-4;(R)-2-acetamido-3-(6-chloro-1H-indol-3-yl)propanoic acid;3-(6-CHLORO-1H-INDOL-3-YL)-2-ACETAMIDOPROPANOIC ACID

Chemical Property of N-Acetyl 6-chlorotryptophan

Chemical Property:

• Appearance/Colour: White solid
• Melting Point: 170-173°C
• Boiling Point: 610.6 °C at 760 mmHg
• Flash Point: 323.1 °C
• PSA: 82.19000
• Density: 1.424 g/cm³
• LogP: 2.34400
• Storage Temp.: Refrigerator
• Solubility.: DMSO, Ethyl Acetate, Methanol
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 280.0614700
• Heavy Atom Count: 19
• Complexity: 364

Purity/Quality:

98%min ^*data from raw suppliers

N-Acetyl6-Chlorotryptophan ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC(CC1=CNC2=C1C=CC(=C2)Cl)C(=O)O
• Uses: A derivative of 6-Chlorotryptophan

Technology Process of N-Acetyl 6-chlorotryptophan

There total 2 articles about N-Acetyl 6-chlorotryptophan 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: 86.0%

6-chloroindole (17422-33-2) + L-serin (56-45-1,83245-15-2) + acetic anhydride (108-24-7) → Nα-acetyl-6-chloro-D,L-tryptophan (50517-10-7)

Guidance literature:

With acetic acid; at 73 ℃; for 2h;

DOI:10.1016/j.tetlet.2008.02.120

Reference yield:

6-chloroindole (17422-33-2) + serin (302-84-1,83245-15-2) + acetic anhydride (108-24-7) → Nα-acetyl-6-chloro-D,L-tryptophan (50517-10-7)

Guidance literature:

serin; acetic anhydride; With acetic acid; at 45 ℃; for 3h;

6-chloroindole; Heating;

DOI:10.1016/j.bmc.2012.12.028

Reference yield: 43.0%

Nα-acetyl-6-chloro-D,L-tryptophan (50517-10-7) → 6-chloro-DL-tryptophan (33468-35-8,17808-35-4)

Guidance literature:

N^α-acetyl-6-chloro-D,L-tryptophan; With Acylase I; cobalt(II) chloride hexahydrate; In aq. phosphate buffer; at 37 ℃; for 24h; Enzymatic reaction;

With lithium hydroxide; at 60 ℃; for 0.0833333h; pH=8;

upstream raw materials:

6-chloroindole

L-serin

acetic anhydride

serin

Downstream raw materials:

N^α-acetyl-6-chloro-D-tryptophan

N^α-acetyl-6-chloro-L-tryptophan

D-6-chlorotryptophan

6-chloro-DL-tryptophan