Reaction:JCGG-RAC0001762

JCGG ID

JCGG-RAC0001762

Submitter

The Noguchi Institute

Reaction ID

R-0000-001762

Regist Date

2012/06/21 17:53:18

REACTANT

MOLECULE ID

JCGG-COM0002312 (Reaction Tree)

Reactant Type

(in 9 mL of CH2Cl2)

Mol

13.5 mmol (or less)

MOLECULE ID

JCGG-COM0002295 (Reaction Tree)

Skeleton

JCGG-STR032527

Reactant Type

(in 10 mL of CH2Cl2)

Mol

8.98 mmol

MOLECULE ID

JCGG-COM0000624

Reactant Type

AgOTf (in 15 mL CH2Cl2)

Mol

15.29 mmol

PRODUCT

MOLECULE ID

JCGG-COM0002313 (Reaction Tree)

Skeleton

JCGG-STR033114

Yield

89%

REACTION DETAIL

Reaction Time

10 minutes

Reaction Temp

-40 degree C

Solvent

CH2Cl2

Comment

MS 4A was included in the solvent.

82, MS 4A, and AgOTf were mixed and stirred for 5 minutes at -60 degree in Celsius before the reaction.

COMMENT

Keywords: oligosaccharide synthesis, n-pentenyl glycosides, 1,2-Orthoesters, Glycosyl Bromides, Coupling, Koenigs-Knorr Procedure

The reaction is the 2nd part of the sequence.

ATTENTION: There is a numerical discrepancy between the scheme and the written method. (the reaction time)

REFERENCE

Reference Id

REF-0000-000196

Source

PREPARATIVE CARBOHYDRATE CHEMISTRY

Reference Id

REF-0000-000197

Source

ISBN 0-8247-9802-3

Reference Id

REF-0000-000236

Source

J. Am. Chem. Soc. 117:1546 (1995)