Reaction:JCGG-RAC0002602

JCGG ID

JCGG-RAC0002602

Submitter

The Noguchi Institute

Reaction ID

R-0000-002602

Regist Date

2012/06/21 19:30:18

REACTANT

MOLECULE ID

JCGG-COM0003377 (Reaction Tree)

Skeleton

JCGG-STR031569

Mol

0.054 mmol

MOLECULE ID

JCGG-COM0002816 (Reaction Tree)

Mol

0.11 mmol

MOLECULE ID

JCGG-COM0000009

Reactant Type

TMSOTf

Mol

1 equivalent

PRODUCT

MOLECULE ID

JCGG-COM0003378 (Reaction Tree)

Skeleton

JCGG-STR007826

Yield

68%

REACTION DETAIL

Reaction Time

3 hours

Reaction Temp

-20 to 0 degree C

Solvent

anhydrous CH2Cl2 (4.0mL)

Comment

MS 4A was included in the solvent.

14, 9b, and MS 4A were mixed and stirred for 1 hour at room temperature before the reaction.

The reactants were mixed at -20 degree in Celsius, and allowed to warm to 0 degree within the reaction time.

COMMENT

Keywords: 2-methylchromone-7-O-rutinosides, cytotoxicity, human tumor cell lines, acidic labile, 2-methylchromone aglycon

REFERENCE

Reference Id

REF-0000-000355

Issn

Electronic

Doi

10.1021/jo102325s

PubMed ID

21366286

Journal Name

The Journal of organic chemistry. (2011) 76 (7): 2265-8.

Article Title

Concise synthesis of 5-methoxy-6-hydroxy-2-methylchromone-7-O- and 5-hydroxy-2-methylchromone-7-O-rutinosides. Investigation of their cytotoxic activities against several human tumor cell lines.

Author

Baolin, Wu; Wenpeng, Zhang; Zhonghua, Li; Li, Gu; Xin, Wang; Peng George, Wang

Affiliation

Department of Chemistry, The Ohio State University, 484 West 12th Avenue, Columbus, Ohio 43210, USA.

Reference Id

REF-0000-000356

Source

J. Org. Chem. 2011, 76, 2265-2268

Doi

10.1021/jo102325s