Cas no 94062-49-4 (9H-Pyrano[2,3-f]-1,4-benzodioxin-9-one, 2,3-dihydro-2-(4-hydroxy-3,5-dimethoxyphenyl)-3-(hydroxymethyl)-5-methoxy-, (2R,3R)-rel-)

9H-Pyrano[2,3-f]-1,4-benzodioxin-9-one, 2,3-dihydro-2-(4-hydroxy-3,5-dimethoxyphenyl)-3-(hydroxymethyl)-5-methoxy-, (2R,3R)-rel- structure
94062-49-4 structure
Product Name:9H-Pyrano[2,3-f]-1,4-benzodioxin-9-one, 2,3-dihydro-2-(4-hydroxy-3,5-dimethoxyphenyl)-3-(hydroxymethyl)-5-methoxy-, (2R,3R)-rel-
CAS No:94062-49-4
MF:C21H20O9
MW:416.378913257188
CID:813580
Update Time:2024-03-01

9H-Pyrano[2,3-f]-1,4-benzodioxin-9-one, 2,3-dihydro-2-(4-hydroxy-3,5-dimethoxyphenyl)-3-(hydroxymethyl)-5-methoxy-, (2R,3R)-rel- Chemical and Physical Properties

Names and Identifiers

    • 9H-Pyrano[2,3-f]-1,4-benzodioxin-9-one,2,3-dihydro-2-(4-hydroxy-3,5-dimethoxyphenyl)-3-(hydroxymethyl)-5-methoxy-,(2R,3R)-rel-
    • 9H-Pyrano[2,3-f]-1,4-benzodioxin-9-one, 2,3-dihydro-2-(4-hydroxy-3,5-dimethoxyphenyl)-3-(hydroxymethyl)-5-methoxy-, (2R,3R)-rel-
    • Cleomiscosin D
    • 9H-Pyrano[2,3-f]-1,4-benzodioxin-9-one, 2,3-dihydro-2-(4-hydroxy-3,5-dimethoxyphenyl)-3-(hydroxymethyl)-5-methoxy-, trans-(±)- (ZCI)
    • rel-(2R,3R)-2,3-Dihydro-2-(4-hydroxy-3,5-dimethoxyphenyl)-3-(hydroxymethyl)-5-methoxy-9H-pyrano[2,3-f]-1,4-benzodioxin-9-one (ACI)
    • 9H-Pyrano[2,3-f]-1,4-benzodioxin-9-one, 2,3-dihydro-2-(4-hydroxy-3,5-dimethoxyphenyl)-3-(hydroxymethyl)-5-methoxy-, trans-
    • Inchi: 1S/C21H20O9/c1-25-12-7-11(8-13(26-2)17(12)24)18-15(9-22)28-20-14(27-3)6-10-4-5-16(23)29-19(10)21(20)30-18/h4-8,15,18,22,24H,9H2,1-3H3/t15-,18-/m1/s1
    • InChI Key: IXSZNNRKGDOXQI-CRAIPNDOSA-N
    • SMILES: O(C1C=C2C=CC(OC2=C2O[C@H](C3C=C(OC)C(O)=C(OC)C=3)[C@H](OC=12)CO)=O)C

Computed Properties

  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 9
  • Heavy Atom Count: 30
  • XLogP3: 1.342

9H-Pyrano[2,3-f]-1,4-benzodioxin-9-one, 2,3-dihydro-2-(4-hydroxy-3,5-dimethoxyphenyl)-3-(hydroxymethyl)-5-methoxy-, (2R,3R)-rel- Production Method

Production Method 1

Reaction Conditions
Reference
Non-conventional lignans: coumarinolignans, flavonolignans and stilbenolignans
Begum, Sajeli A.; Sahai, Mahendra; Ray, Anil B., Progress in the Chemistry of Organic Natural Products, 2010, 93, 1-70

Production Method 2

Reaction Conditions
1.1 Reagents: Hydrochloric acid Solvents: Acetic acid ,  Water
Reference
Total synthesis of coumarinolignans, aquillochin (cleomiscosin C) and cleomiscosin D
Tanaka, Hitoshi; Ishihara, Masaya; Ichino, Kazuhiko; Ito, Kazuo, Chemical & Pharmaceutical Bulletin, 1988, 36(10), 3833-7

Production Method 3

Reaction Conditions
Reference
Synthesis of coumarinolignans through chemical and enzymic oxidation
Lin, Lee Juian; Cordell, Geoffrey A., Journal of the Chemical Society, 1984, (3), 160-1

Production Method 4

Reaction Conditions
1.1 Reagents: Silver oxide (Ag2O)
Reference
Synthesis and structure elucidation of coumarinolignans
Lin, Lee Juian; Cordell, Geoffrey A., Journal of Chemical Research, 1988, (12), 396-7

9H-Pyrano[2,3-f]-1,4-benzodioxin-9-one, 2,3-dihydro-2-(4-hydroxy-3,5-dimethoxyphenyl)-3-(hydroxymethyl)-5-methoxy-, (2R,3R)-rel- Raw materials

9H-Pyrano[2,3-f]-1,4-benzodioxin-9-one, 2,3-dihydro-2-(4-hydroxy-3,5-dimethoxyphenyl)-3-(hydroxymethyl)-5-methoxy-, (2R,3R)-rel- Preparation Products

9H-Pyrano[2,3-f]-1,4-benzodioxin-9-one, 2,3-dihydro-2-(4-hydroxy-3,5-dimethoxyphenyl)-3-(hydroxymethyl)-5-methoxy-, (2R,3R)-rel- Related Literature

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