Reaction:JCGG-RAC0002640

JCGG ID		JCGG-RAC0002640
Submitter		The Noguchi Institute
Reaction ID		R-0000-002640
Regist Date		2012/06/21 19:33:51
REACTANT
MOLECULE ID		JCGG-COM0003433 (Reaction Tree)
	Mol	1.70 mmol
MOLECULE ID		JCGG-COM0000530
	Reactant Type	NaOMe
	Mol	2.04 mmol
MOLECULE ID		JCGG-COM0000521
	Reactant Type	Cl3CCN
	Mol	37.4 mmol
MOLECULE ID		JCGG-COM0000522
	Reactant Type	DBU
	Mol	0.39 mmol
PRODUCT
MOLECULE ID		JCGG-COM0003434 (Reaction Tree)
	Product Type	alpha
	Yield	82%(alpha/beta=63/37)
MOLECULE ID		JCGG-COM0003435 (Reaction Tree)
	Product Type	beta
	Yield	82%(alpha/beta=63/37)
REACTION DETAIL
Reaction Time		20 minutes, 2 hours
Reaction Temp		room temp, room temp
Solvent		MeOH (5mL), CH2Cl2 (5.2 mL)
Comment		1) 24+NaOMe, 2) +all the rest
		The reactants were mixed at 0 degree in Celsius before stirred at room temperature. (second phase)
COMMENT
Keywords: Anthrose, Bacillus anthracis exosporium, antigenic determinants, fucose, cyclic sulfite, cyclic sulfate
There are multiple phases in this reaction.
REFERENCE
Reference Id		REF-0000-000359
	Issn	Electronic
	Doi	10.1021/jo200340q
	PubMed ID	21678952
	Journal Name	The Journal of organic chemistry. (2011) 76 (15): 5985-98.
	Article Title	Access to antigens related to anthrose using pivotal cyclic sulfite/sulfate intermediates.
	Author	Ophélie, Milhomme; Cédric, John; Florence, Djedaïni-Pilard; Cyrille, Grandjean
	Affiliation	Laboratoire des Glucides, UMR CNRS 6219, Institut de Chimie de Picardie, Université de Picardie Jules Verne, 33 rue Saint Leu, 80039 Amiens Cedex, France.
Reference Id		REF-0000-000360
	Source	J. Org. Chem. 2011, 76, 5985-5998
	Doi	10.1021/jo200340q