(3R)-3-[(3,4-Dimethoxyphenyl)methyl]-2,3-dihydro-3-hydroxy-7-methoxy-4H-1-benzopyran-4-one

Base Information

Chemical Name:(3R)-3-[(3,4-Dimethoxyphenyl)methyl]-2,3-dihydro-3-hydroxy-7-methoxy-4H-1-benzopyran-4-one
CAS No.:113122-58-0
Molecular Formula:C19H20O6
Molecular Weight:344.364
Hs Code.:
DSSTox Substance ID:DTXSID101122121
Nikkaji Number:J532.596J
Mol file:113122-58-0.mol

Synonyms:R(?)-O-Trimethylsappanone B;DTXSID101122121;(3R)-3-[(3,4-Dimethoxyphenyl)methyl]-2,3-dihydro-3-hydroxy-7-methoxy-4H-1-benzopyran-4-one;113122-58-0

Suppliers and Price of (3R)-3-[(3,4-Dimethoxyphenyl)methyl]-2,3-dihydro-3-hydroxy-7-methoxy-4H-1-benzopyran-4-one

Supply Marketing:

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

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Chemical Property of (3R)-3-[(3,4-Dimethoxyphenyl)methyl]-2,3-dihydro-3-hydroxy-7-methoxy-4H-1-benzopyran-4-one

Chemical Property:

XLogP3:2.5
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:5
Exact Mass:344.12598835
Heavy Atom Count:25
Complexity:469

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:COC1=CC2=C(C=C1)C(=O)C(CO2)(CC3=CC(=C(C=C3)OC)OC)O
Isomeric SMILES:COC1=CC2=C(C=C1)C(=O)[C@](CO2)(CC3=CC(=C(C=C3)OC)OC)O

Technology Process of (3R)-3-[(3,4-Dimethoxyphenyl)methyl]-2,3-dihydro-3-hydroxy-7-methoxy-4H-1-benzopyran-4-one

There total 16 articles about (3R)-3-[(3,4-Dimethoxyphenyl)methyl]-2,3-dihydro-3-hydroxy-7-methoxy-4H-1-benzopyran-4-one 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:

: 111254-25-2
2-[3-(3,4-Dimethoxy-phenyl)-2-oxo-propoxy]-4-methoxy-benzaldehyde

: C₁₉H₂₀O₆

: 113122-58-0
(R)-(-)-O-trimethylsappanone B

Guidance literature:: With triethylamine; In toluene; at 20 ℃; for 12h; Title compound not separated from byproducts.;
DOI:10.1021/ol070929p

Reference yield:

: 76672-90-7
3-(3,4-dimethoxyphenyl)-1-(2-hydroxy-4-methoxyphenyl)-1-propanone

: 113122-58-0
(R)-(-)-O-trimethylsappanone B

Guidance literature:: Multi-step reaction with 3 steps

1: 89 percent / sodium sand / Ambient temperature

2: 98 percent / H₂ / 10 percent Pd/C / ethyl acetate / 4 h / 1292.9 Torr

3: 1) NaHMDS, 2) (+)-8,8-dichlorocamphorylsuflonyl oxaziridine 7b / 1) THF, -78 deg C, 30 min, 2) 30 min

With sodium sand; hydrogen; sodium hexamethyldisilazane; (+)-[(8,8-dichlorocamphoryl)sulfonyl]oxaziridine; palladium on activated charcoal; In ethyl acetate;
DOI:10.1021/jo00059a026

Reference yield:

: 552-41-0
1-(2-hydroxy-4-methoxyphenyl)ethanone

: 113122-58-0
(R)-(-)-O-trimethylsappanone B

Guidance literature:: Multi-step reaction with 5 steps

1: KOH / methanol; H₂O / 0.25 h / Heating

2: H₂ / 10 percent Pd/C / ethyl acetate / 0.75 h / 724.01 - 1086.01 Torr

3: 89 percent / sodium sand / Ambient temperature

4: 98 percent / H₂ / 10 percent Pd/C / ethyl acetate / 4 h / 1292.9 Torr

5: 1) NaHMDS, 2) (+)-8,8-dichlorocamphorylsuflonyl oxaziridine 7b / 1) THF, -78 deg C, 30 min, 2) 30 min

With potassium hydroxide; sodium sand; hydrogen; sodium hexamethyldisilazane; (+)-[(8,8-dichlorocamphoryl)sulfonyl]oxaziridine; palladium on activated charcoal; In methanol; water; ethyl acetate;
DOI:10.1021/jo00059a026