(2R,3R)-2-[3,4-bis(phenylmethoxy)phenyl]-4-(2-hydroxyethoxy)-5,7-bis(phenylmethoxy)-3,4-dihydro-2H-chromen-3-ol

Base Information

Chemical Name:(2R,3R)-2-[3,4-bis(phenylmethoxy)phenyl]-4-(2-hydroxyethoxy)-5,7-bis(phenylmethoxy)-3,4-dihydro-2H-chromen-3-ol
CAS No.:256236-25-6
Molecular Formula:C₄₅H₄₂O₈
Molecular Weight:710.824
Hs Code.:
DSSTox Substance ID:DTXSID50454110
Nikkaji Number:J1.248.458E

Synonyms:256236-25-6;(2R,3R)-2-[3,4-bis(phenylmethoxy)phenyl]-4-(2-hydroxyethoxy)-5,7-bis(phenylmethoxy)-3,4-dihydro-2H-chromen-3-ol;SCHEMBL14408048;DTXSID50454110;(2R)-2alpha-[3,4-Bis(benzyloxy)phenyl]-4-(2-hydroxyethoxy)-5,7-bis(benzyloxy)chroman-3alpha-ol

Suppliers and Price of (2R,3R)-2-[3,4-bis(phenylmethoxy)phenyl]-4-(2-hydroxyethoxy)-5,7-bis(phenylmethoxy)-3,4-dihydro-2H-chromen-3-ol

Supply Marketing:

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

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Chemical Property of (2R,3R)-2-[3,4-bis(phenylmethoxy)phenyl]-4-(2-hydroxyethoxy)-5,7-bis(phenylmethoxy)-3,4-dihydro-2H-chromen-3-ol

Chemical Property:

XLogP3:7.4
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:8
Rotatable Bond Count:16
Exact Mass:710.28796829
Heavy Atom Count:53
Complexity:1000

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:C1=CC=C(C=C1)COC2=C(C=C(C=C2)C3C(C(C4=C(O3)C=C(C=C4OCC5=CC=CC=C5)OCC6=CC=CC=C6)OCCO)O)OCC7=CC=CC=C7
Isomeric SMILES:C1=CC=C(C=C1)COC2=C(C=C(C=C2)[C@@H]3[C@@H](C(C4=C(O3)C=C(C=C4OCC5=CC=CC=C5)OCC6=CC=CC=C6)OCCO)O)OCC7=CC=CC=C7

Technology Process of (2R,3R)-2-[3,4-bis(phenylmethoxy)phenyl]-4-(2-hydroxyethoxy)-5,7-bis(phenylmethoxy)-3,4-dihydro-2H-chromen-3-ol

There total 8 articles about (2R,3R)-2-[3,4-bis(phenylmethoxy)phenyl]-4-(2-hydroxyethoxy)-5,7-bis(phenylmethoxy)-3,4-dihydro-2H-chromen-3-ol 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: 71.5%

: 107-21-1
ethylene glycol

: 87292-49-7
5,7,3',4'-tetra-O-benzylepicatechin

: 256236-25-6
5,7,3',4'-tetra-O-benzyl-4β-(2-hydroxyethoxy)epicatechin

Guidance literature:: ethylene glycol; 5,7,3',4'-tetra-O-benzylepicatechin; With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; at 20 ℃; for 2h;

With dmap; silica gel; In dichloromethane; at 20 ℃; for 20h;
DOI:10.1021/op700031n

Reference yield: 48.0%

: 107-21-1
ethylene glycol

: 20728-73-8
5,7,3',4'-tetra-O-benzyl-(+)-catechin

: 256236-25-6
5,7,3',4'-tetra-O-benzyl-4β-(2-hydroxyethoxy)epicatechin

Guidance literature:: ethylene glycol; 5,7,3',4'-tetra-O-benzyl-(+)-catechin; With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; at 20 ℃; for 2h;

With dmap; In dichloromethane; for 0.166667h;

Reference yield:

: 20728-73-8
5,7,3',4'-tetra-O-benzyl-(+)-catechin

: 256236-25-6
5,7,3',4'-tetra-O-benzyl-4β-(2-hydroxyethoxy)epicatechin

Guidance literature:: Multi-step reaction with 3 steps

1: 90 percent / Dess-Martin periodinane; H₂O / CH₂Cl₂ / 20 °C

2: 81 percent / L-Selectride; LiBr / tetrahydrofuran / -78 °C

3: 52 percent / DDQ / CH₂Cl₂ / 20 °C

With water; L-Selectride; Dess-Martin periodane; 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium bromide; In tetrahydrofuran; dichloromethane; 1: Oxidation / 2: Reduction / 3: Condensation;
DOI:10.1021/ja993020d