Reaction:JCGG-RAC0001462

JCGG ID

JCGG-RAC0001462

Submitter

The Noguchi Institute

Reaction ID

R-0000-001462

Regist Date

2012/06/21 17:06:52

REACTANT

MOLECULE ID

JCGG-COM0001770 (Reaction Tree)

Reactant Type

bromide (in 8 + 5 mL of ClCH2CH2Cl)

Weight

1.028g + 411mg

MOLECULE ID

JCGG-COM0001771 (Reaction Tree)

Skeleton

JCGG-STR008690

Reactant Type

alcohol

Weight

983mg

MOLECULE ID

JCGG-COM0001689

Reactant Type

HgBr2

Weight

180mg + 72mg

PRODUCT

MOLECULE ID

JCGG-COM0001772 (Reaction Tree)

Skeleton

JCGG-STR026084

Yield

78%

REACTION DETAIL

Reaction Time

1.5 hours, 2 hours

Reaction Temp

reflux, 90 degree C

Solvent

ClCH2CH2Cl, ClCH2CH2Cl

Comment

1) alcohol+MS 4A, HgBr2, bromide, 2) +bromide, HgBr2

MS 4A was included in the solvent.

The bromide and HgBr2 were added twice.

The alcohol, HgBr2, and MS 4A were mixed and heated before the reaction.

COMMENT

Keywords: The synthesis of 1,2-trans-glycoside, beta-glucopyranoside

There are multiple steps in this reaction.

ATTENTION: There is a numerical discrepancy between the scheme and the written method. (the number of % yield)

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-0000-000115

Source

J.-C. Jacquinet and P. Sinay, J. Chem. Soc., Perkin Trans. 1, 1979, 314