N-Acetyl-6-chloro-D-tryptophan

Base Information

• Chemical Name: N-Acetyl-6-chloro-D-tryptophan
• CAS No.: 56777-76-5
• Molecular Formula: C13H13ClN2O3
• Molecular Weight: 280.70692
• DSSTox Substance ID: DTXSID00512178
• Wikidata: Q82371311
• Mol file: 56777-76-5.mol

Synonyms:N-Acetyl-6-chloro-D-tryptophan;56777-76-5;(2R)-2-acetamido-3-(6-chloro-1H-indol-3-yl)propanoic acid;SCHEMBL11274327;DTXSID00512178;(2R)-3-(6-CHLORO-1H-INDOL-3-YL)-2-ACETAMIDOPROPANOIC ACID

Chemical Property of N-Acetyl-6-chloro-D-tryptophan

Chemical Property:

• PSA: 85.68000
• LogP: 2.79340
• Storage Temp.: Refrigerator
• Solubility.: Ethyl Acetate (Slightly), DMSO (Slightly), Methanol (Slightly)
• 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:

99% ^*data from raw suppliers

N-Acetyl-6-chloro-D-tryptophan ^*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
• Isomeric SMILES: CC(=O)N[C@H](CC1=CNC2=C1C=CC(=C2)Cl)C(=O)O
• Uses: A derivative of 6-Chlorotryptophan.

Technology Process of N-Acetyl-6-chloro-D-tryptophan

There total 5 articles about N-Acetyl-6-chloro-D-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:

Nα-acetyl-6-chloro-D,L-tryptophan (50517-10-7) → Nα-acetyl-6-chloro-D-tryptophan (56777-76-5) + 6-chloro-DL-tryptophan (33468-35-8,17808-35-4)

Guidance literature:

With cobalt(II) chloride hexahydrate; porcine kidney L-acylase; In aq. phosphate buffer; at 37 ℃; for 24h; pH=7.4; Enzymatic reaction;

DOI:10.1021/jm5002925

Reference yield:

Nα-acetyl-6-chloro-D,L-tryptophan (50517-10-7) → Nα-acetyl-6-chloro-D-tryptophan (56777-76-5) + Nα-acetyl-6-chloro-L-tryptophan (59767-02-1) + D-6-chlorotryptophan (56632-86-1,17808-35-4) + 6-chloro-DL-tryptophan (33468-35-8,17808-35-4)

Guidance literature:

With borate buffer; cobalt(II) chloride; at 37 ℃; for 48h; pH=8.0; Title compound not separated from byproducts.; Enzymatic reaction;

DOI:10.1016/j.tetlet.2008.02.120

Reference yield:

(Z)-α-(Acetylamino)-6-chloroindole-3-acrylic Acid (74298-23-0) → Nα-acetyl-6-chloro-D-tryptophan (56777-76-5) + Nα-acetyl-6-chloro-L-tryptophan (59767-02-1)

Guidance literature:

With hydrogen; S-⁽¹⁴⁾; In methanol; at 23 ℃; for 72h; under 2067.2 Torr; Product distribution;

DOI:10.1021/jo01306a031

upstream raw materials:

(Z)-α-(Acetylamino)-6-chloroindole-3-acrylic Acid

N^α-acetyl-6-chloro-D,L-tryptophan

6-chloroindole

Downstream raw materials:

D-6-chlorotryptophan