Tuberonic acid glucoside

Base Information

Chemical Name:Tuberonic acid glucoside
CAS No.:120399-24-8
Molecular Formula:C18H28 O9
Molecular Weight:388.415
Hs Code.:
DSSTox Substance ID:DTXSID50415084
Nikkaji Number:J1.245.842H
Wikidata:Q76285973

Synonyms:tuberonic acid beta-D-glucoside;tuberonic acid glucoside

Suppliers and Price of Tuberonic acid glucoside

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 Tuberonic acid glucoside

Chemical Property:

Vapor Pressure:0mmHg at 25°C
Boiling Point:605.556°C at 760 mmHg
Flash Point:211.557°C
Density:1.302g/cm³
XLogP3:-1.2
Hydrogen Bond Donor Count:5
Hydrogen Bond Acceptor Count:9
Rotatable Bond Count:9
Exact Mass:388.17333247
Heavy Atom Count:27
Complexity:535

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

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:C1CC(=O)C(C1CC(=O)O)CC=CCCOC2C(C(C(C(O2)CO)O)O)O
Isomeric SMILES:C1CC(=O)[C@@H]([C@H]1CC(=O)O)C/C=C\CCO[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O

Technology Process of Tuberonic acid glucoside

There total 3 articles about Tuberonic acid glucoside 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: 100.0%

: 176486-12-7
methyl {(1R,2R,2'Z)-2-[5'-(β-D-glucopyranosyloxy)pent-2'-enyl]-3-oxocyclopentane}acetate

: 120399-24-8
{(1R,2R,2'Z)-2-[5'-(β-D-glucopyranosyloxy)pent-2'-enyl]-3-oxocyclopentane}acetic acid

Guidance literature:: methyl {(1R,2R,2'Z)-2-[5'-(β-D-glucopyranosyloxy)pent-2'-enyl]-3-oxocyclopentane}acetate; With potassium hydroxide; water; In methanol; at 90 ℃; for 3h;

With hydrogenchloride; In methanol; water;
DOI:10.1271/bbb.80338

Reference yield:

: 844818-41-3
(1'R,5'R)-5-(5-carboxymethyl-2-oxocyclopentyl)-3Z-pentyl β-D-(6-O-galloyl)glucopyranoside

: 149-91-7
3,4,5-trihydroxybenzoic acid

: 120399-24-8
{(1R,2R,2'Z)-2-[5'-(β-D-glucopyranosyloxy)pent-2'-enyl]-3-oxocyclopentane}acetic acid

Guidance literature:: With water; at 30 ℃; for 1.5h;
DOI:10.1021/np0705615

Reference yield:

: 14218-11-2
2,3,4,6-tetra-O-benzoylglucosyl bromide

: 179915-48-1
methyl (1S,2R,2'Z)-2-(5-hydroxy-2-pentenyl)-3-oxo-cyclopentaneacetate

: 124649-25-8
{(1R,2S,2'Z)-2-[5'-(β-D-glucopyranosyloxy)pent-2'-enyl]-3-oxocyclopentane}acetic acid

: 120399-24-8
{(1R,2R,2'Z)-2-[5'-(β-D-glucopyranosyloxy)pent-2'-enyl]-3-oxocyclopentane}acetic acid

Guidance literature:: 2,3,4,6-tetra-O-benzoylglucosyl bromide; methyl (1S,2R,2'Z)-2-(5-hydroxy-2-pentenyl)-3-oxo-cyclopentaneacetate; With silver trifluoromethanesulfonate; In dichloromethane; toluene; at 10 - 20 ℃; for 3.5h; Molecular sieve; Darkness;

With sodium methylate; In methanol; at 0 - 20 ℃; for 4h; optical yield given as %de; Further stages; Inert atmosphere;
DOI:10.1271/bbb.80338