5,7,3',4'-tetra-O-benzyl[2-14C]catechin

Base Information

Chemical Name:5,7,3',4'-tetra-O-benzyl[2-14C]catechin
CAS No.:1126481-81-9
Molecular Formula:C₄₃H₃₈O₆
Molecular Weight:652.76
Hs Code.:

Synonyms:5,7,3',4'-tetra-O-benzyl[2-14C]catechin

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Chemical Property of 5,7,3',4'-tetra-O-benzyl[2-14C]catechin

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Technology Process of 5,7,3',4'-tetra-O-benzyl[2-14C]catechin

There total 10 articles about 5,7,3',4'-tetra-O-benzyl[2-14C]catechin 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: 94.0%

: (1S,2S)-3-[2,4-bis(benzyloxy)-6-hydroxyphenyl]-1-[3,4-bis(benzyloxy)phenyl][1-14C]propane-1,2-diol

: 1126481-81-9
5,7,3',4'-tetra-O-benzyl[2-14C]catechin

Guidance literature:: (1S,2S)-3-[2,4-bis(benzyloxy)-6-hydroxyphenyl]-1-[3,4-bis(benzyloxy)phenyl][1-14C]propane-1,2-diol; With pyridinium p-toluenesulfonate; orthoformic acid triethyl ester; In 1,2-dichloro-ethane; at 20 - 60 ℃; for 5.33333h;

With methanol; potassium carbonate; In 1,2-dimethoxyethane; at 20 ℃; regioselective reaction;
DOI:10.1002/ejoc.200800886

Reference yield:

: C₄₃⁽¹⁴⁾CH₃₈O₇

: 1126481-81-9
5,7,3',4'-tetra-O-benzyl[2-14C]catechin

Guidance literature:: With methanol; potassium carbonate; In dichloromethane; at 20 ℃; for 18h;
DOI:10.1002/jlcr.1773

Reference yield:

: 16047-57-7
(((4-bromo-1,2-phenylene)bis(oxy))bis(methylene))dibenzene

: 1126481-81-9
5,7,3',4'-tetra-O-benzyl[2-14C]catechin

Guidance literature:: Multi-step reaction with 10 steps

1: N,N-dimethyl-formamide / 18 h / Reflux

2: diisobutylaluminium hydride / toluene / 3.5 h / -78 °C

3: dichloromethane / 18 h / 20 °C

4: diisobutylaluminium hydride / toluene / 2 h / -78 °C

5: Montmorillonite K-10 / dichloromethane / 5 h / 20 °C

6: N-ethyl-N,N-diisopropylamine / dichloromethane / 18 h / 20 °C

7: AD-mix-α; methanesulfonamide / water; tert-butyl alcohol / 72 h / 0 °C

8: tetrabutyl ammonium fluoride / tetrahydrofuran / 18 h / 20 °C

9: pyridinium p-toluenesulfonate / dichloromethane / 4 h / 60 °C

10: methanol; potassium carbonate / dichloromethane / 18 h / 20 °C

With methanol; methanesulfonamide; AD-mix-α; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; potassium carbonate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; toluene; tert-butyl alcohol; 7: Sharpless dihydroxylation;
DOI:10.1002/jlcr.1773