Proanthocyanidin C1

Base Information

• Chemical Name: Proanthocyanidin C1
• CAS No.: 65085-09-8
• Molecular Formula: C₄₅H₃₈O₁₈
• Molecular Weight: 866.786
• Mol file: 65085-09-8.mol

Synonyms:Proanthocyanidin C1

Chemical Property of Proanthocyanidin C1

Chemical Property:

• PSA: 331.14000
• LogP: 4.44390

Purity/Quality:

95%-98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Proanthocyanidin C1

There total 3 articles about Proanthocyanidin C1 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: 22.0%

4β-benzylthioepicatechin (37064-35-0) + catechin (154-23-4) → procyanidin B1 (20315-25-7) + arecatannin A-1 (23459-99-6,37064-31-6,65085-09-8,78655-09-1,87727-69-3,97233-64-2,97233-66-4,99297-48-0,102130-86-9,109430-55-9,115648-77-6,128779-43-1,79813-67-5)

Guidance literature:

dimethyl(methylthio)sulfonium tetrafluoroborate; In tetrahydrofuran; at -35 - -15 ℃; for 3h;

DOI:10.1016/S0040-4020(98)00454-2

Reference yield:

(2R,3R,4S)-2,3-cis-3,4-trans-3',4',5,7-tetramethoxyflavan-3,4-diol (22970-70-3) + catechin (154-23-4) → procyanidin B1 (20315-25-7) + procyanidin B7 (12798-59-3) + arecatannin A-1 (23459-99-6,37064-31-6,65085-09-8,78655-09-1,87727-69-3,97233-64-2,97233-66-4,99297-48-0,102130-86-9,109430-55-9,115648-77-6,128779-43-1,79813-67-5)

Guidance literature:

With hydrogenchloride; Ambient temperature;

DOI:10.1016/S0031-9422(00)81582-4

Reference yield:

2,3-trans-flavan-3,4-diol (480-17-1) + (2R,3R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-1[2H]-benzopyran-3,5,7-triol (490-46-0) → procyanidin B4 (29106-51-2) + (+)-catechin-4α->6-(-)-epicatechin (12798-57-1,12798-58-2,12798-59-3,88314-65-2,99685-01-5,109582-68-5,109582-69-6,109582-70-9,121842-81-7,123051-09-2,12798-60-6) + <4,8:4,8>-2,3-trans-3,4-cis:2,3-trans-3,4-trans:2,3-cis-bi-<(+)-catechin>-(-)-epicatechin (23459-99-6,37064-31-6,65085-09-8,78655-09-1,79813-67-5,87727-69-3,97233-64-2,97233-66-4,99297-48-0,102130-86-9,109430-55-9,115648-77-6,128779-43-1) + <4,8:4,8:4,8>-all-trans-tri-<(+)-catechin>-(-)-epicatechin (79763-29-4,86631-38-1,88244-66-0,89396-12-3,93781-31-8,97233-68-6,102130-87-0,102491-63-4,112294-88-9)

Guidance literature:

With sodium tetrahydroborate; acetic acid; 1.) ethanol, 30 min, 2.) ethanol-water, 1 h room temp; 1:1 molar ratio;

upstream raw materials:

(2R,3R,4S)-2,3-cis-3,4-trans-3',4',5,7-tetramethoxyflavan-3,4-diol

catechin

4β-benzylthioepicatechin

2,3-trans-flavan-3,4-diol

Downstream raw materials:

procyanidin B₁

catechin

4β-benzylthioepicatechin

(2R,3R,4R)-2,3-cis-3,4-trans-3,5,7,3',4'-pentahydroxy-4-<(2R,3S,4S)-2,3-cis-3,4-trans-3,5,7,3',4'-pentahydroxy-4-benzylthioflavan-8-yl>flavan

Refernces

• 1、 Kolodziej, Herbert. "SYNTHESIS AND CHARACTERIZATION OF PROCYANIDIN DIMERS AS THEIR PERACETATES AND OCTAMETHYL ETHER DIACETATES". . p. 1209 - 1216. Retrieved 2007/10/02.