- Non-conventional lignans: coumarinolignans, flavonolignans and stilbenolignansBegum, Sajeli A.; Sahai, Mahendra; Ray, Anil B., Progress in the Chemistry of Organic Natural Products, 2010, 93, 1-70
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-)
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
Production Method 2
Reaction Conditions
1.1 Reagents: Hydrochloric acid Solvents: Acetic acid , Water
Reference
- Total synthesis of coumarinolignans, aquillochin (cleomiscosin C) and cleomiscosin DTanaka, 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 oxidationLin, 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 coumarinolignansLin, 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
- rel-8-Hydroxy-7-[(1R,2S)-2-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-1-(hydroxymethyl)ethoxy]-6-methoxy-2H-1-benzopyran-2-one
- Fraxetin
- Sinapyl Alcohol (>85%)
- rel-8-Hydroxy-7-[(1R,2R)-2-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-1-(hydroxymethyl)ethoxy]-6-methoxy-2H-1-benzopyran-2-one
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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Hanie Hashtroudi,Ian D. R. Mackinnon J. Mater. Chem. C, 2020,8, 13108-13126
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J. Zagora,M. Vosla?,L. Schreiberová,I. Schreiber Phys. Chem. Chem. Phys., 2002,4, 1284-1291
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Yong Ping Huang,Tao Tao,Zheng Chen,Wei Han,Ying Wu,Chunjiang Kuang,Shaoxiong Zhou,Ying Chen J. Mater. Chem. A, 2014,2, 18831-18837
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Jason Y. C. Lim,Yong Yu,Guorui Jin,Kai Li,Yi Lu,Jianping Xie Nanoscale Adv., 2020,2, 3921-3932
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