(2R,2'R,3R,3'R,4R)-2,2'-Bis(3,4-dihydroxyphenyl)-3',5,5',7,7'-pentahydroxy-3,3',4,4'-tetrahydro-2H,2'H-4,8'-bichromen-3-yl 3,4,5-trihydroxybenzoate | CAS No. 109280-47-9

(2R,2'R,3R,3'R,4R)-2,2'-Bis(3,4-dihydroxyphenyl)-3',5,5',7,7'-pentahydroxy-3,3',4,4'-tetrahydro-2H,2'H-4,8'-bichromen-3-yl 3,4,5-trihydroxybenzoate

Basic Information

CAS Number

109280-47-9

Molecular Formula

C37H30O16

Molecular Weight

730.63 g/mol

AD

Basic Physical Properties

c1cc(c(cc1[C@@H]2[C@@H](Cc3c(cc(c(c3O2)[C@H]4c5c(cc(cc5O[C@@H]([C@@H]4OC(=O)c6cc(c(c(c6)O)O)O)c7ccc(c(c7)O)O)O)O)O)O)O)O)O

InChI

InChI=1S/C37H30O16/c38-16-9-23(44)29-28(10-16)51-34(14-2-4-19(40)22(43)6-14)36(53-37(50)15-7-25(46)32(49)26(47)8-15)31(29)30-24(45)12-20(41)17-11-27(48)33(52-35(17)30)13-1-3-18(39)21(42)5-13/h1-10,12,27,31,33-34,36,38-49H,11H2/t27-,31-,33-,34-,36-/m1/s1

InChIKey

BXWABJPTCUDBMM-QOCBQNCISA-N

LogP

3.9765000000000126

Topological Polar Surface Area

287.52 Ų

Hydrogen Bond Donor/Acceptor

12 / 16

Synonyms & References

English

  • epicatechin gallate-4beta-8-epicatechin
  • epicatechin-[4beta-8]-epicatechin-3-O-gallate
  • proanthocyanidin B6
  • procyanidin B2 3-O-gallate

FAQ

What are the physical and chemical properties of (2R,2'R,3R,3'R,4R)-2,2'-Bis(3,4-dihydroxyphenyl)-3',5,5',7,7'-pentahydroxy-3,3',4,4'-tetrahydro-2H,2'H-4,8'-bichromen-3-yl 3,4,5-trihydroxybenzoate (CAS: 109280-47-9)?

This compound is a crystalline solid with a molecular weight of approximately 779.38 g/mol. It has low solubility in water but is soluble in organic solvents. Chemically, it is reactive towards bases and nucleophiles. It exhibits good stability under neutral pH conditions but degrades in acidic or basic environments.

How is (2R,2'R,3R,3'R,4R)-2,2'-Bis(3,4-dihydroxyphenyl)-3',5,5',7,7'-pentahydroxy-3,3',4,4'-tetrahydro-2H,2'H-4,8'-bichromen-3-yl 3,4,5-trihydroxybenzoate (CAS: 109280-47-9) typically synthesized?

This compound is typically synthesized via a multistep synthesis involving the condensation of 3,4-dihydroxybenzoic acid and 2,2'-bichromen-3-yl 3,4,5-trihydroxybenzoate. The process involves the use of catalytic amounts of an acid or base, and the reaction is performed at room temperature. Selectivity and yield can be improved by optimizing reaction conditions and using appropriate protecting groups.

What industries use (2R,2'R,3R,3'R,4R)-2,2'-Bis(3,4-dihydroxyphenyl)-3',5,5',7,7'-pentahydroxy-3,3',4,4'-tetrahydro-2H,2'H-4,8'-bichromen-3-yl 3,4,5-trihydroxybenzoate (CAS: 109280-47-9)?

This compound is used in the pharmaceutical industry for its potential as a chelating agent and in the semiconductor industry for its application in thin film coatings. It is also explored for use in the polymer industry as a stabilizer and in sensors for its specific reactivity with certain ions.

What precautions should be taken when handling (2R,2'R,3R,3'R,4R)-2,2'-Bis(3,4-dihydroxyphenyl)-3',5,5',7,7'-pentahydroxy-3,3',4,4'-tetrahydro-2H,2'H-4,8'-bichromen-3-yl 3,4,5-trihydroxybenzoate (CAS: 109280-47-9)?

When handling this compound, it is essential to use personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work should be carried out in a well-ventilated area or a fume hood. Spills should be cleaned up immediately using appropriate absorbents. Always consult the Safety Data Sheet (SDS) for detailed instructions on handling and disposal.

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