Reaction:JCGG-RAC0002171

JCGG ID		JCGG-RAC0002171
Submitter		The Noguchi Institute
Reaction ID		R-0000-002171
Regist Date		2012/06/21 18:44:39
REACTANT
MOLECULE ID		JCGG-COM0002815 (Reaction Tree)
	Mol	0.14 mmol
MOLECULE ID		JCGG-COM0002819 (Reaction Tree)
	Reactant Type	rhamnopyranoside
	Mol	0.18 mmol
MOLECULE ID		JCGG-COM0000009
	Reactant Type	TMSOTf
	Volume	0.025 mL
MOLECULE ID		JCGG-COM0000129
	Reactant Type	NIS
	Mol	0.24 mmol
PRODUCT
MOLECULE ID		JCGG-COM0002820 (Reaction Tree)
	Yield	85%
REACTION DETAIL
Reaction Time		1 hour
Reaction Temp		room temp
Solvent		dry CH2Cl2
Comment		MS 4A was included in the solvent.
		The donor, the acceptor, and MS 4A were mixed and stirred for 1 hour before the reaction.
		The reactants were mixed at 0 degree in Celsius before stirred at room temperature.
COMMENT
Keywords: N,O-dimethyloxyamine-N-glycosides, protecting group manipulations, N-chlorosuccinimide, NCS, thioglycoside, trichloroacetimidate, complex oligosaccharide synthesis
REFERENCE
Reference Id		REF-0000-000323
	Issn	Electronic
	Doi	10.1021/jo102372m
	PubMed ID	21332162
	Journal Name	The Journal of organic chemistry. (2011) 76 (6): 1918-21.
	Article Title	Use of N,O-dimethylhydroxylamine as an anomeric protecting group in carbohydrate synthesis.
	Author	Somnath, Dasgupta; Mark, Nitz
	Affiliation	Department of Chemistry, University of Toronto, 80 St. George St., Toronto, ON, Canada M5S 3H6.
Reference Id		REF-0000-000324
	Source	J. Org. Chem. 2011, 76, 1918-1921
	Doi	10.1021/jo102372m