2-(carbamoylamino)-3-(1H-indol-3-yl)propanoic acid

Base Information

• Chemical Name: 2-(carbamoylamino)-3-(1H-indol-3-yl)propanoic acid
• CAS No.: 54896-75-2
• Molecular Formula: C12H13 N3 O3
• Molecular Weight: 247.254
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID30970222
• Mol file: 54896-75-2.mol

Synonyms:N-carbamyl-Trp;N-carbamyltryptophan

Chemical Property of 2-(carbamoylamino)-3-(1H-indol-3-yl)propanoic acid

Chemical Property:

• Vapor Pressure: 2.01E-12mmHg at 25°C
• Boiling Point: 538.4°C at 760 mmHg
• Flash Point: 279.4°C
• PSA: 109.20000
• Density: 1.434g/cm³
• LogP: 1.73660
• XLogP3: 0
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 247.09569129
• Heavy Atom Count: 18
• Complexity: 335

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=CN2)CC(C(=O)O)NC(=O)N

Technology Process of 2-(carbamoylamino)-3-(1H-indol-3-yl)propanoic acid

There total 3 articles about 2-(carbamoylamino)-3-(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:

urea (57-13-6) + D-tryptophan (153-94-6,27732-43-0,80206-30-0,27813-82-7) → N-carbamyl-D-tryptophan (54896-75-2)

Guidance literature:

With sodium hydroxide; In water; for 0.0333333h; Microwave irradiation;

DOI:10.1021/acs.jmedchem.5b01527

Reference yield:

D-5-indolylmethylhydantoin (108605-53-4) → N-carbamyl-D-tryptophan (54896-75-2)

Guidance literature:

With Tris-HCl buffer; Pseudomonas sp. AJ-11220; In various solvent(s); at 30 ℃; for 2h; pH 8.5; enzymatic reaction;

Reference yield:

DL-5-indolylmethylhydantoin (108605-53-4) → N-carbamoyl-L-tryptophan (89595-64-2) + N-carbamyl-D-tryptophan (54896-75-2)

Guidance literature:

With Tris-HCl buffer; Flavobacterium sp. AJ-3912; In various solvent(s); at 30 ℃; for 2h;

upstream raw materials:

DL-5-indolylmethylhydantoin

D-5-indolylmethylhydantoin

urea

D-tryptophan

Downstream raw materials:

D-tryptophan

Refernces

• 1、 Yokozeki, Kenzo,Hirose, Yoshiteru,Kubota, Koji. "Mechanism of Asymmetric Production of L-Aromatic Amino Acids from the Corresponding Hydantoins by Flavobacterium sp.". . p. 737 - 746. Retrieved 2007/10/02.