Reaction:JCGG-RAC0001473

JCGG ID

JCGG-RAC0001473

Submitter

The Noguchi Institute

Reaction ID

R-0000-001473

Regist Date

2012/06/21 17:08:29

REACTANT

MOLECULE ID

JCGG-COM0001794 (Reaction Tree)

Reactant Type

thioglycoside

Mol

0.11 mmol

MOLECULE ID

JCGG-COM0001723 (Reaction Tree)

Skeleton

JCGG-STR031569

Reactant Type

alcohol

Mol

0.093 mmol

MOLECULE ID

JCGG-COM0001796

Reactant Type

PhSeCl

Mol

0.14 mmol

MOLECULE ID

JCGG-COM0000624

Reactant Type

AgOTf

Mol

0.14 mmol

PRODUCT

MOLECULE ID

JCGG-COM0001795 (Reaction Tree)

Skeleton

JCGG-STR018077

Yield

96%

REACTION DETAIL

Reaction Time

10 minutes

Reaction Temp

0 degree C

Solvent

ClCH2CH2Cl

Comment

MS 4A was included in the solvent.

PhSeCl, MS 4A, AgOTf were mixed and stirred for 10 minutes at 0 degree in Celsius before the reaction.

COMMENT

Keywords: The 1,2-trans-glycosidation reaction using thioglycoside

REFERENCE

Reference Id

REF-0000-000073

Source

第4版実験化学講座 (26), 丸善

Reference Id

REF-0000-000074

Source

ISBN 4-621-03702-1

Reference Id

REF-0000-000124

Source

Y. Ito and T. Ogawa, Tetrahedron Lett., 29, 1061 (1988) ; Y. Ito, T. Ogawa, M. numata, and M. Sugimoto, Carbohydr. Res., 202, 165 (1990)