4-(2-Amino-3-hydroxyphenyl)-4-oxobutanoic acid O-glucoside

Base Information

Chemical Name:4-(2-Amino-3-hydroxyphenyl)-4-oxobutanoic acid O-glucoside
CAS No.:156913-43-8
Molecular Formula:C₁₆H₂₁NO₉
Molecular Weight:371.344
Hs Code.:
DSSTox Substance ID:DTXSID10935571
Nikkaji Number:J1.142.772C
Wikidata:Q76416301
Mol file:156913-43-8.mol

Synonyms:4-(2-amino-3-hydroxyphenyl)-4-oxobutanoic acid O-glucoside;4-AHPh-OBA-Glu

Suppliers and Price of 4-(2-Amino-3-hydroxyphenyl)-4-oxobutanoic acid O-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 4-(2-Amino-3-hydroxyphenyl)-4-oxobutanoic acid O-glucoside

Chemical Property:

Boiling Point:701.6±60.0 °C(Predicted)
PKA:4.40±0.17(Predicted)
PSA：179.77000
Density:1.560±0.06 g/cm3(Predicted)
LogP:-0.92380
XLogP3:-2
Hydrogen Bond Donor Count:6
Hydrogen Bond Acceptor Count:10
Rotatable Bond Count:7
Exact Mass:371.12163125
Heavy Atom Count:26
Complexity:502

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:C1=CC(=C(C(=C1)OC2C(C(C(C(O2)CO)O)O)O)N)C(=O)CCC(=O)O
Isomeric SMILES:C1=CC(=C(C(=C1)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)N)C(=O)CCC(=O)O

Technology Process of 4-(2-Amino-3-hydroxyphenyl)-4-oxobutanoic acid O-glucoside

There total 12 articles about 4-(2-Amino-3-hydroxyphenyl)-4-oxobutanoic acid O-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: 80.0%

: 224044-69-3
methyl 4-oxo-4-<2-amino-3-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)oxyphenyl>-2-butenoate

: 156913-43-8
2-amino-3-(β-D-glucopyranosyloxy)-γ-oxobenzenebutanoic acid

Guidance literature:: With sodium methylate; In methanol; at 20 ℃; for 14h;
DOI:10.1016/S0040-4020(00)00285-4

Reference yield:

: 93367-77-2,224044-66-0
(E)-4-(3-hydroxy-2-nitrophenyl)-4-oxobut-2-enoic acid

: 156913-43-8
2-amino-3-(β-D-glucopyranosyloxy)-γ-oxobenzenebutanoic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 45 percent / DCC / CH₂Cl₂ / Ambient temperature

2: 61 percent / Hg(CN)2, K₂CO₃ / acetonitrile / 4 h / Ambient temperature

3: 63 percent / H₂ / PtO₂ / ethanol; ethyl acetate / 12 h / 760 Torr

4: EtONa / ethanol / 2 h / Ambient temperature

5: NaOH / H₂O / 4 h / Ambient temperature

With sodium hydroxide; hydrogen; sodium ethanolate; mercury(II) cyanide; potassium carbonate; dicyclohexyl-carbodiimide; platinum(IV) oxide; In ethanol; dichloromethane; water; ethyl acetate; acetonitrile;
DOI:10.1021/jo982321n

Reference yield:

: 224044-67-1
methyl (E)-4-oxo-4-(3-hydroxy-2-nitrophenyl)-2-butenoate

: 156913-43-8
2-amino-3-(β-D-glucopyranosyloxy)-γ-oxobenzenebutanoic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 61 percent / Hg(CN)2, K₂CO₃ / acetonitrile / 4 h / Ambient temperature

2: 63 percent / H₂ / PtO₂ / ethanol; ethyl acetate / 12 h / 760 Torr

3: EtONa / ethanol / 2 h / Ambient temperature

4: NaOH / H₂O / 4 h / Ambient temperature

With sodium hydroxide; hydrogen; sodium ethanolate; mercury(II) cyanide; potassium carbonate; platinum(IV) oxide; In ethanol; water; ethyl acetate; acetonitrile;
DOI:10.1021/jo982321n