p-Coumaryl alcohol 4-O-glucoside

Base Information

Chemical Name:p-Coumaryl alcohol 4-O-glucoside
CAS No.:120442-73-1
Molecular Formula:C₁₅H₂₀O₇
Molecular Weight:312.32
Hs Code.:
UNII:7S84482DTV
Metabolomics Workbench ID:51379
Nikkaji Number:J712.075C,J656.588C
Wikidata:Q27896010

Synonyms:p-Coumaryl alcohol 4-O-glucoside;120442-73-1;p-Coumaryl alcohol 4-glucoside;7S84482DTV;(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[4-[(E)-3-hydroxyprop-1-enyl]phenoxy]oxane-3,4,5-triol;(E)-p-Coumaryl alcohol 4-glucoside;UNII-7S84482DTV;p-Coumaryl alcohol beta-glucoside;4-Hydroxycinnamyl alcohol 4-D-glucoside;4-hydroxycinnamyl alcohol 4-beta-D-glucoside;4-(3-hydroxyprop-1-en-1-yl)phenyl beta-D-glucopyranoside;beta-D-Glucopyranoside, 4-((1E)-3-hydroxy-1-propen-1-yl)phenyl;beta-D-Glucopyranoside, 4-(3-hydroxy-1-propenyl)phenyl, (E)-;Compound NP-012358;C05855;CHEBI:27588;AKOS040736172;NCGC00384667-01;P-COUMARYL ALCOHOL .BETA.-GLUCOSIDE;NS00097674;Q27896010;p-Coumaryl alcohol 4-O-glucoside, >=95% (LC/MS-ELSD);.BETA.-D-GLUCOPYRANOSIDE, 4-((1E)-3-HYDROXY-1-PROPEN-1-YL)PHENYL;.BETA.-D-GLUCOPYRANOSIDE, 4-(3-HYDROXY-1-PROPENYL)PHENYL, (E)-

Suppliers and Price of p-Coumaryl alcohol 4-O-glucoside

Supply Marketing:

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

Manufacturers and distributors:

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Total 0 raw suppliers

Chemical Property of p-Coumaryl alcohol 4-O-glucoside

Chemical Property:

XLogP3:-0.1
Hydrogen Bond Donor Count:5
Hydrogen Bond Acceptor Count:7
Rotatable Bond Count:5
Exact Mass:312.12090297
Heavy Atom Count:22
Complexity:354

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:C1=CC(=CC=C1C=CCO)OC2C(C(C(C(O2)CO)O)O)O
Isomeric SMILES:C1=CC(=CC=C1/C=C/CO)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O

Technology Process of p-Coumaryl alcohol 4-O-glucoside

There total 15 articles about p-Coumaryl alcohol 4-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: 100.0%

: 134660-05-2
(E)-3-[4-(2,3,4,6-Tetra-O-acetyl-β-D-glucopyranosyloxy)phenyl]prop-2-en-1-ol

: 120442-73-1
(E)-4-hydroxycinnamyl alcohol 4-O-β-D-glucopyranoside

Guidance literature:: With sodium methylate; In methanol; for 3h;
DOI:10.1055/s-1998-2009

Reference yield:

: 83-87-4,604-68-2,604-69-3,2152-77-4,4026-35-1,4163-59-1,4163-60-4,4163-61-5,4163-65-9,4257-94-7,4257-96-9,16299-15-3,19186-39-1,19189-55-0,25878-60-8,25941-03-1,32445-48-0,32445-49-1,32445-53-7,32445-54-8,34685-58-0,34685-59-1,43168-42-9,43168-44-1,43169-22-8,43169-25-1,66966-07-2,70749-17-6,80184-01-6,93221-01-3,93221-02-4,99630-88-3,109215-53-4,115792-70-6,115792-73-9,139894-92-1,139973-25-4,144071-49-8,147648-81-5
D-glucose pentaacetate

: 120442-73-1
(E)-4-hydroxycinnamyl alcohol 4-O-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 35percent HBr / acetic acid

2: 24 percent / TDA-1, aq. K₂CO₃ / CH₂Cl₂ / 72 h / 39 °C

3: 43.5 percent / TDA-1, aq. K₂CO₃ / CH₂Cl₂ / 15 h / Heating

4: 1.) Br₂, 2.) aq. AcOH / 1.) CCl₄, 20 deg C, 1 h, 2.) r.t., 10 h

5: 92 percent / NaBH₄ / tetrahydrofuran; methanol / 1.5 h / 20 °C

6: 100 percent / NaOMe / methanol / 3 h

With sodium tetrahydroborate; hydrogen bromide; bromine; sodium methylate; potassium carbonate; acetic acid; In tetrahydrofuran; methanol; dichloromethane; acetic acid;
DOI:10.1055/s-1998-2009

Reference yield:

: 123-08-0,65581-83-1
4-hydroxy-benzaldehyde

: 120442-73-1
(E)-4-hydroxycinnamyl alcohol 4-O-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 24 percent / TDA-1, aq. K₂CO₃ / CH₂Cl₂ / 72 h / 39 °C

2: 43.5 percent / TDA-1, aq. K₂CO₃ / CH₂Cl₂ / 15 h / Heating

3: 1.) Br₂, 2.) aq. AcOH / 1.) CCl₄, 20 deg C, 1 h, 2.) r.t., 10 h

4: 92 percent / NaBH₄ / tetrahydrofuran; methanol / 1.5 h / 20 °C

5: 100 percent / NaOMe / methanol / 3 h

With sodium tetrahydroborate; bromine; sodium methylate; potassium carbonate; acetic acid; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1055/s-1998-2009