Reaction:JCGG-RAC0001551

JCGG ID

JCGG-RAC0001551

Submitter

The Noguchi Institute

Reaction ID

R-0000-001551

Regist Date

2012/06/21 17:20:08

REACTANT

MOLECULE ID

JCGG-COM0001991 (Reaction Tree)

Skeleton

JCGG-STR008690

Reactant Type

pyranoside

Mol

1 mmol

MOLECULE ID

JCGG-COM0001174

Reactant Type

(Bu3Sn)2O

Mol

0.75 mmol

MOLECULE ID

JCGG-COM0000161

Reactant Type

BnBr

Mol

3 + 3 mmol

MOLECULE ID

JCGG-COM0000832

Reactant Type

Bu4NBr

Mol

0.5 + 0.5 mmol

PRODUCT

MOLECULE ID

JCGG-COM0001741 (Reaction Tree)

Skeleton

JCGG-STR008690

Yield

86%

REACTION DETAIL

Reaction Time

4 hours, 24 + 24 hours

Reaction Temp

reflux, 80 degree C

Solvent

PhCH3, PhCH3

Comment

1) pyranoside+(Bu3Sn)2O, 2) +BnBr, Bu4NBr

BnBr and Bu4NBr were added twice. (second phase; 0 hour, 24 hours)

COMMENT

Keywords: protection of sugar hydroxy groups, ether group protection

There are multiple steps in this reaction.

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-0000-000180

Source

A. Veyrieres, J. Chem. Soc., Perkin Trans. 1, 1981, 1626