N-formyltryptophan

Base Information

• Chemical Name: N-formyltryptophan
• CAS No.: 27520-72-5
• Molecular Formula: C12H12 N2 O3
• Molecular Weight: 232.239
• Hs Code.: 2933990090
• Mol file: 27520-72-5.mol

Synonyms:N-Formyl-L-tryptophan

Chemical Property of N-formyltryptophan

Chemical Property:

• Vapor Pressure: 8.77E-15mmHg at 25°C
• Melting Point: 162 °C
• Boiling Point: 590.4°Cat760mmHg
• PKA: 3.49±0.10(Predicted)
• Flash Point: 310.8°C
• PSA: 85.68000
• Density: 1.375g/cm³
• LogP: 1.74990

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-formyltryptophan

There total 3 articles about N-formyltryptophan 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: 90.0%

formic acid (64-18-6) + L-tryptophan hydrochloride (6159-33-7) → N-formyl-L-tryptophan (27520-72-5)

Guidance literature:

With cyano-hydroxyimino-acetic acid 2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester; sodium hydrogencarbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In water; at 20 ℃; for 3h; Reagent/catalyst; Solvent;

DOI:10.1016/j.tetlet.2013.02.013

Reference yield: 71.0%

(formyloxy)(acetoxy)phenylmethane (113388-44-6) + L-Tryptophan (73-22-3,27732-43-0,80206-30-0,27813-82-7) → N-formyl-L-tryptophan (27520-72-5)

Guidance literature:

With sodium hydrogencarbonate; In water; at 20 ℃; for 16h;

DOI:10.1021/acs.orglett.7b02382

Reference yield:

n-formyl-tryptophan (16108-03-5) → N-formyl-L-tryptophan (27520-72-5)

Guidance literature:

With (1S,2S)-2-amino-1-(4-nitrophenyl)propane-1,3-diol;

upstream raw materials:

n-formyl-tryptophan

formic acid

L-tryptophan hydrochloride

(formyloxy)(acetoxy)phenylmethane

Downstream raw materials:

benzyl L-3,4-dihydro-β-carboline-3-carboxylate 4-toluenesulfonic acid salt

ethyl L-3,4-dihydro-β-carboline-3-carboxylate 4-toluenesulfonic acid salt

methyl L-3,4-dihydro-β-carboline-3-carboxylate 4-toluenesulfonic acid salt

methyl 9H-β-carboline-3-carboxylate

Refernces

• 1、 Aleiwi, Bilal A.,Mitachi, Katsuhiko,Kurosu, Michio. "Mild and convenient N-formylation protocol in water-containing solvents". . p. 2077 - 2081. Retrieved 2013/05/08.