N-Caffeoyl serotonin

Base Information

Chemical Name:N-Caffeoyl serotonin
CAS No.:928765-97-3
Molecular Formula:C₁₉H₁₈N₂O₄
Molecular Weight:338.363
Hs Code.:
UNII:574297D1EQ
ChEMBL ID:CHEMBL559089
DSSTox Substance ID:DTXSID70239168
Nikkaji Number:J2.676.817I,J2.700.045B
Wikidata:Q27261461

Synonyms:N-Caffeoyl serotonin;Cafeoylserotonin 98;928765-97-3;UNII-574297D1EQ;574297D1EQ;CHEMBL559089;2-Propenamide, 3-(3,4-dihydroxyphenyl)-N-(2-(5-hydroxy-1H-indol-3-yl)ethyl)-, (2E)-;caffeoylserotonin;caffeic acid serotonin amide;SCHEMBL803616;DTXSID70239168;N-CAFFEOYL SEROTONIN [INCI];BDBM50296247;CS-0458126;Q27261461;3-(3,4-Dihydroxyphenyl)-N-[2-(5-hydroxyindol-3-yl)ethyl]-2-propenamide;(E)-3-(3,4-dihydroxyphenyl)-N-(2-(5-hydroxy-1H-indol-3-yl)ethyl)acrylamide

Suppliers and Price of N-Caffeoyl serotonin

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 1 raw suppliers

Chemical Property of N-Caffeoyl serotonin

Chemical Property:

XLogP3:1.8
Hydrogen Bond Donor Count:5
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:5
Exact Mass:338.12665706
Heavy Atom Count:25
Complexity:484

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:C1=CC(=C(C=C1C=CC(=O)NCCC2=CNC3=C2C=C(C=C3)O)O)O
Isomeric SMILES:C1=CC(=C(C=C1/C=C/C(=O)NCCC2=CNC3=C2C=C(C=C3)O)O)O

Technology Process of N-Caffeoyl serotonin

There total 5 articles about N-Caffeoyl serotonin 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: 42.0%

: C₂₅H₂₆N₂O₄

: 928765-97-3
Serotomide

Guidance literature:: With morpholine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 50 ℃;
DOI:10.1248/cpb.c17-00416

Reference yield:

: 331-39-5,501-16-6
caffeic acid

: 928765-97-3
Serotomide

Guidance literature:: Multi-step reaction with 3 steps

1: potassium carbonate / acetone / Reflux

2: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; triethylamine / dichloromethane; N,N-dimethyl-formamide

3: tetrakis(triphenylphosphine) palladium⁽⁰⁾; morpholine / tetrahydrofuran / 50 °C

With morpholine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1248/cpb.c17-00416

Reference yield:

: 179128-84-8
(E)-3-(3,4-bis(allyloxy)phenyl)acrylic acid

: 928765-97-3
Serotomide

Guidance literature:: Multi-step reaction with 2 steps

1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; triethylamine / dichloromethane; N,N-dimethyl-formamide

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; morpholine / tetrahydrofuran / 50 °C

With morpholine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1248/cpb.c17-00416