Trichocarpin

Base Information

Chemical Name:Trichocarpin
CAS No.:10590-85-9
Molecular Formula:C20H22 O9
Molecular Weight:406.389
Hs Code.:
DSSTox Substance ID:DTXSID20332032
Nikkaji Number:J15.598E
Wikidata:Q27108468
Metabolomics Workbench ID:69578
Mol file:10590-85-9.mol

Synonyms:Trichocarpin;10590-85-9;C10835;AC1L9DT5;SureCN7781046;benzyl 5-hydroxy-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzoate;CHEBI:9687;SCHEMBL7781046;DTXSID20332032;Q27108468;2-(beta-D-Glucopyranosyloxy)-5-hydroxybenzoic acid benzyl ester;benzyl 5-hydroxy-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-benzoate

Suppliers and Price of Trichocarpin

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 5 raw suppliers

Chemical Property of Trichocarpin

Chemical Property:

Vapor Pressure:7.19E-21mmHg at 25°C
Boiling Point:705.1°C at 760 mmHg
Flash Point:251.3°C
PSA：145.91000
Density:1.485g/cm³
LogP:-0.07210
XLogP3:0.8
Hydrogen Bond Donor Count:5
Hydrogen Bond Acceptor Count:9
Rotatable Bond Count:7
Exact Mass:406.12638228
Heavy Atom Count:29
Complexity:524

Purity/Quality:: 98%,99%, ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:C1=CC=C(C=C1)COC(=O)C2=C(C=CC(=C2)O)OC3C(C(C(C(O3)CO)O)O)O
Isomeric SMILES:C1=CC=C(C=C1)COC(=O)C2=C(C=CC(=C2)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O

Technology Process of Trichocarpin

There total 5 articles about Trichocarpin 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: 74.0%

: 17019-77-1
benzyl 2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)-5-acetoxybenzoate

: 10590-85-9
benzyl 2-(β-D-glucopyranosyloxy)-5-hydroxybenzoate

Guidance literature:: With hydrogenchloride; water; In ethanol; chloroform; at 20 ℃; for 16h; Time; chemoselective reaction;
DOI:10.1021/acs.jnatprod.0c00838

Reference yield:

: benzyl 5-acetoxy-2-hydroxybenzoate

: 10590-85-9
benzyl 2-(β-D-glucopyranosyloxy)-5-hydroxybenzoate

Guidance literature:: Multi-step reaction with 2 steps

1: silver(l) oxide / quinoline / 1 h / 20 °C

2: water; hydrogenchloride / ethanol; chloroform / 16 h / 20 °C

With hydrogenchloride; water; silver(l) oxide; In quinoline; ethanol; chloroform; 1: |Koenigs-Knorr Glycosidation;
DOI:10.1021/acs.jnatprod.0c00838

Reference yield:

: 490-79-9
2,5-dihydroxybenzoic acid.

: 10590-85-9
benzyl 2-(β-D-glucopyranosyloxy)-5-hydroxybenzoate

Guidance literature:: Multi-step reaction with 4 steps

1: sodium hydrogencarbonate / N,N-dimethyl-formamide / 18 h / 20 °C

2: 24 h / 20 °C

3: silver(l) oxide / quinoline / 1 h / 20 °C

4: water; hydrogenchloride / ethanol; chloroform / 16 h / 20 °C

With hydrogenchloride; water; sodium hydrogencarbonate; silver(l) oxide; In quinoline; ethanol; chloroform; N,N-dimethyl-formamide; 3: |Koenigs-Knorr Glycosidation;
DOI:10.1021/acs.jnatprod.0c00838