(+)-Leucocyanidin

Base Information

Chemical Name:(+)-Leucocyanidin
CAS No.:69256-15-1
Deprecated CAS:17277-70-2
Molecular Formula:C15H14O7
Molecular Weight:306.272
Hs Code.:
Nikkaji Number:J1.901.199B
Wikidata:Q23419096
ChEMBL ID:CHEMBL126393
Mol file:69256-15-1.mol

Synonyms:(+)-Leucocyanidin;(2R,3S,4R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,4,5,7-tetrol;69256-15-1;2,3-trans-3,4-trans-leucocyanidin;(2R,3S,4R)-leucocyanidin;CHEMBL126393;Q23419096;(2r,3s,4r)-(+)-3,4,5,7,3',4'-hexahydroxyflavan;2H-1-Benzopyran-3,4,5,7-tetrol, 2-(3,4-dihydroxyphenyl)-3,4-dihydro-, (2R-(2alpha,3beta,4alpha))-

Suppliers and Price of (+)-Leucocyanidin

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 41 raw suppliers

Chemical Property of (+)-Leucocyanidin

Chemical Property:

Vapor Pressure:2.46E-17mmHg at 25°C
Melting Point:>300℃
Boiling Point:641.5°C at 760 mmHg
Flash Point:341.8°C
PSA：130.61000
Density:1.709
LogP:1.03700
XLogP3:-0.8
Hydrogen Bond Donor Count:6
Hydrogen Bond Acceptor Count:7
Rotatable Bond Count:1
Exact Mass:306.07395278
Heavy Atom Count:22
Complexity:392

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=C1C2C(C(C3=C(C=C(C=C3O2)O)O)O)O)O)O
Isomeric SMILES:C1=CC(=C(C=C1[C@@H]2[C@H]([C@@H](C3=C(C=C(C=C3O2)O)O)O)O)O)O
General Description (+)-Leucocyanidin is a flavan derivative that exists in stereoisomeric forms, including 3,4-cis and 3,4-trans configurations, with distinct MS/MS fragmentation patterns. The 3,4-cis isomer serves as a substrate for leucoanthocyanidin reductase, while anthocyanidin synthase (ANS) selectively oxidizes 2R,3S,4S-cis-leucoanthocyanidins, yielding cyanidin as a minor product alongside quercetin and dihydroquercetin, depending on the C-4 stereochemistry. These isomers are stable in aqueous solutions and can be differentiated by tandem mass spectrometry, complementing NMR analysis.

Technology Process of (+)-Leucocyanidin

There total 10 articles about (+)-Leucocyanidin 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: 75.0%

: 480-18-2,17654-26-1,5117-01-1
taxifolin

: 69256-15-1
(2R,3S,4R)-(+)-3,4,5,7,3',4'-hexahydroxyflavan

Guidance literature:: With sodium tetrahydroborate; In ethanol; at 20 ℃; for 2h;

Reference yield:

: 154-23-4
catechin

: 69256-15-1
(2R,3S,4R)-(+)-3,4,5,7,3',4'-hexahydroxyflavan

Guidance literature:: Multi-step reaction with 6 steps

1.1: K₂CO₃ / dimethylformamide / 3 h / 130 °C

1.2: 81 percent / NaH / dimethylformamide / 3 h / 20 °C

2.1: 85 percent / Pb₃O₄ / benzene / 3 h / 75 - 80 °C

3.1: 90 percent / K₂CO₃ / methanol; tetrahydrofuran / 2 h / 20 °C

4.1: 85 percent / tetrapropylammonium perruthenate; 4-methylmorpholine N-oxide; MgSO₄ / CH₂Cl₂ / 3 h / 20 °C

5.1: 90 percent / H₂ / Pd/C / methanol; tetrahydrofuran / 24 h / 20 °C

6.1: 75 percent / NaBH₄ / ethanol / 2 h / 20 °C

With sodium tetrahydroborate; tetrapropylammonium perruthennate; lead(II,IV) oxide; hydrogen; magnesium sulfate; potassium carbonate; 4-methylmorpholine N-oxide; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; benzene;

Reference yield:

: 85443-49-8
(2R,3S)-3,5,7-tris(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)chroman

: 69256-15-1
(2R,3S,4R)-(+)-3,4,5,7,3',4'-hexahydroxyflavan

Guidance literature:: Multi-step reaction with 5 steps

1: 85 percent / Pb₃O₄ / benzene / 3 h / 75 - 80 °C

2: 90 percent / K₂CO₃ / methanol; tetrahydrofuran / 2 h / 20 °C

3: 85 percent / tetrapropylammonium perruthenate; 4-methylmorpholine N-oxide; MgSO₄ / CH₂Cl₂ / 3 h / 20 °C

4: 90 percent / H₂ / Pd/C / methanol; tetrahydrofuran / 24 h / 20 °C

5: 75 percent / NaBH₄ / ethanol / 2 h / 20 °C

With sodium tetrahydroborate; tetrapropylammonium perruthennate; lead(II,IV) oxide; hydrogen; magnesium sulfate; potassium carbonate; 4-methylmorpholine N-oxide; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; benzene;