Reaction:JCGG-RAC0001689

JCGG ID

JCGG-RAC0001689

Submitter

The Noguchi Institute

Reaction ID

R-0000-001689

Regist Date

2012/06/21 17:37:37

REACTANT

MOLECULE ID

JCGG-COM0002168 (Reaction Tree)

Mol

12.9 mmol

MOLECULE ID

JCGG-COM0001664 (Reaction Tree)

Reactant Type

(in PhCH3/CH2Cl2=90mL/90mL)

Mol

10.7 mmol

MOLECULE ID

JCGG-COM0001699

Reactant Type

Ag2CO3

Mol

14.5 mmol

MOLECULE ID

JCGG-COM0000032

Reactant Type

AgClO4

Mol

1.9 mmol

PRODUCT

MOLECULE ID

JCGG-COM0002169 (Reaction Tree)

Product Type

alpha

Yield

76%(alpha/beta=20/1)

MOLECULE ID

JCGG-COM0002170 (Reaction Tree)

Skeleton

JCGG-STR028522

Product Type

beta

Yield

76%(alpha/beta=20/1)

REACTION DETAIL

Reaction Time

1 hour, 20 minutes, 1 + (24 to 40) hours

Reaction Temp

room temp, room temp, room temp

Solvent

PhCH3/CH2Cl2, PhCH3/CH2Cl2, PhCH3/CH2Cl2

Comment

1) 24+Ag2CO3, MS 4A, 2) +AgClO4, 3) +25

MS 4A was included in the solvent.

25 was added dropwise over 1 hour.

The reaction was conducted with exclusion of light and moisture.

COMMENT

Keywords: O-glycopeptide, N-glycopeptide, synthesis, selectively deprotected building blocks, allyl ester protecting group

There are multiple steps in this reaction.

REFERENCE

Reference Id

REF-0000-000196

Source

PREPARATIVE CARBOHYDRATE CHEMISTRY

Reference Id

REF-0000-000197

Source

ISBN 0-8247-9802-3

Reference Id

REF-0000-000200

Source

Synlett p. 593 (1991)