Reaction:JCGG-RAC0002783

JCGG ID

JCGG-RAC0002783

Submitter

The Noguchi Institute

Reaction ID

R-0000-002783

Regist Date

2012/06/21 19:48:09

REACTANT

MOLECULE ID

JCGG-COM0003637 (Reaction Tree)

Mol

2.87 mmol

MOLECULE ID

JCGG-COM0003638

Reactant Type

C(NPh)CF3-Cl

Mol

5.73 mmol

MOLECULE ID

JCGG-COM0000842

Reactant Type

K2CO3

Mol

3.44 mmol

MOLECULE ID

JCGG-COM0000531

Reactant Type

H2O

Volume

1 mL

PRODUCT

MOLECULE ID

JCGG-COM0003639 (Reaction Tree)

Skeleton

JCGG-STR025316

Product Type

alpha

Yield

96%(alpha/beta=1.4/1)

MOLECULE ID

JCGG-COM0003640 (Reaction Tree)

Skeleton

JCGG-STR025230

Product Type

beta

Yield

96%(alpha/beta=1.4/1)

REACTION DETAIL

Reaction Time

1.5 hours

Reaction Temp

room temp

Solvent

acetone (25mL)

COMMENT

Keywords: mannuronic acids, mannopyranosides, mannopyranosyl methyl uronate, all-cis-linked tetrasaccharide

REFERENCE

Reference Id

REF-0000-000367

Issn

Electronic

Doi

10.1021/jo201179p

PubMed ID

21793528

Journal Name

The Journal of organic chemistry. (2011) 76 (18): 7301-15.

Article Title

Stereoselective synthesis of 2,3-diamino-2,3-dideoxy-β-D-mannopyranosyl uronates.

Author

Marthe T C, Walvoort; Gert-Jan, Moggré; Gerrit, Lodder; Herman S, Overkleeft; Jeroen D C, Codée; Gijsbert A, van der Marel

Affiliation

Leiden Institute of Chemistry, Leiden University, P.O. Box 9502, 2300 RA Leiden, The Netherlands.

Reference Id

REF-0000-000368

Source

J. Org. Chem. 2011, 76, 7301-7315

Doi

10.1021/jo201179p