1-O-feruloyl-beta-D-glucose

Base Information

Chemical Name:1-O-feruloyl-beta-D-glucose
CAS No.:64625-37-2
Molecular Formula:C₁₆H₂₀O₉
Molecular Weight:356.329
Hs Code.:2938909090
ChEMBL ID:CHEMBL1778418
DSSTox Substance ID:DTXSID501289981
Nikkaji Number:J1.885.316G,J322.813D
Wikidata:Q27155259

Synonyms:1-O-feruloyl-beta-D-glucose;7196-71-6;1-Feruloyl-D-glucose;Ferulic Acid Acyl-beta-D-glucoside;CHEBI:81321;Ferulic acid acyl-|A-D-glucoside;1-[3-(4-Hydroxy-3-Methoxyphenyl)-2-propenoate] beta-D-Glucopyranose;64625-37-2;trans-p-feruloyl-beta-D-glucopyranoside;(2S,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl 3-(4-hydroxy-3-methoxyphenyl)acrylate;[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate;1-O-feruloyl-beta-glucose;1-O-feruloyl-beta-D-glucoside;CHEMBL1778418;SCHEMBL20944781;DTXSID501289981;Ferulic acid acyl-??-D-glucoside;1-O-(E)-feruloyl-beta-D-glucose;HY-N7715;1-O-[(E)-feruloyl]-beta-D-glucose;AKOS040758313;trans-p-Feruloyl beta-D-glucopyranoside;(E)-1-O-feruloyl-beta-D-glucopyranose;ferulic acid beta-D-glucopyranosyl ester;NCGC00385766-01;1-O-(E)-p-feruloyl-beta-D-glucopyranose;AS-78421;1-O-trans-feruloyl-beta-D-glucopyranoside;CS-0135611;C17759;D93553;Q27155259;(E)-4'-hydroxy-3'-methoxycinnamoyl-beta-D-glucopyranose;1-[3-(4-Hydroxy-3-Methoxyphenyl)-2-propenoate] ss-D-Glucopyranose;1-O-[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]-beta-D-glucopyranose

Suppliers and Price of 1-O-feruloyl-beta-D-glucose

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 3 raw suppliers

Chemical Property of 1-O-feruloyl-beta-D-glucose

Chemical Property:

XLogP3:-0.3
Hydrogen Bond Donor Count:5
Hydrogen Bond Acceptor Count:9
Rotatable Bond Count:6
Exact Mass:356.11073221
Heavy Atom Count:25
Complexity:469

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

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:COC1=C(C=CC(=C1)C=CC(=O)OC2C(C(C(C(O2)CO)O)O)O)O
Isomeric SMILES:COC1=C(C=CC(=C1)/C=C/C(=O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O

Technology Process of 1-O-feruloyl-beta-D-glucose

There total 4 articles about 1-O-feruloyl-beta-D-glucose 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:

: 1-O-β-(4-O-chloroacetylferuloyl)-2,3,4,6-tetra-O-chloroacetylglucose

: 64625-37-2
(E)-3-(4-Hydroxy-3-methoxy-phenyl)-acrylic acid (2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yl ester

: C₁₈H₂₁ClO₁₀

: (Z)-1-O-Feruloyl-β-D-glucopyranose

Guidance literature:: With pyridine; In water; at 20 ℃; for 6h;
DOI:10.1021/acs.jafc.6b04074

Reference yield:

: 830322-96-8
1,2,3,4,6-penta-O-chloroacetyl-α,β-D-glucopyranose

: 64625-37-2
(E)-3-(4-Hydroxy-3-methoxy-phenyl)-acrylic acid (2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yl ester

: C₁₈H₂₁ClO₁₀

: (Z)-1-O-Feruloyl-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 4 steps

1: hydrazinium monoacetate

2: 1,8-diazabicyclo[5.4.0]undec-7-ene

3: trimethylsilyl trifluoromethanesulfonate / Molecular sieve

4: pyridine / water / 6 h / 20 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; hydrazinium monoacetate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In water;
DOI:10.1021/acs.jafc.6b04074

Reference yield:

: 30572-07-7
2,3,4,6-tetra-O-chloroacetyl-D-glucopyranose

: 64625-37-2
(E)-3-(4-Hydroxy-3-methoxy-phenyl)-acrylic acid (2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yl ester

: C₁₈H₂₁ClO₁₀

: (Z)-1-O-Feruloyl-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 3 steps

1: 1,8-diazabicyclo[5.4.0]undec-7-ene

2: trimethylsilyl trifluoromethanesulfonate / Molecular sieve

3: pyridine / water / 6 h / 20 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In water;
DOI:10.1021/acs.jafc.6b04074