Reaction:JCGG-RAC0000539

JCGG ID

JCGG-RAC0000539

Submitter

The Noguchi Institute

Reaction ID

R-0000-000540

Regist Date

2012/06/21 16:11:41

REACTANT

MOLECULE ID

JCGG-COM0000538 (Reaction Tree)

Reactant Type

GT1a glycan

Mol

31 micro mole

MOLECULE ID

JCGG-COM0000415

Reactant Type

20% Pd(OH)2-on-charcoal

Weight

95 mg

MOLECULE ID

JCGG-COM0000414

Reactant Type

H2 (gas)

MOLECULE ID

JCGG-COM0000530

Reactant Type

NaOMe (28% MeOH solution)

Mol

catalytic amount

MOLECULE ID

JCGG-COM0000531

Reactant Type

H2O

PRODUCT

MOLECULE ID

JCGG-COM0000540 (Reaction Tree)

Skeleton

JCGG-STR027119

Product Type

GT1a glycan

Yield

92%

REACTION DETAIL

Reaction Time

13 hours, 2.5 days, 3 days, 1 day

Reaction Temp

40 degree C, room temp, 50 degree C, 40 degree C

Solvent

1:1 EtOH-THF, MeOH, MeOH, MeOH

Comment

1) 35+Pd(OH)2-C+H2, 2) +NaOMe, 3) temperature change, 4) +H2O

COMMENT

There are four phases in this reaction.

REFERENCE

Reference Id

REF-0000-000021

Issn

Electronic

Doi

10.1016/j.carres.2009.06.009

PubMed ID

19560125

Journal Name

Carbohydrate research. (2009) 344 (12): 1453-63.

Article Title

Study on systematizing the synthesis of the a-series ganglioside glycans GT1a, GD1a, and GM1 using the newly developed N-Troc-protected GM3 and GalN intermediates.

Author

Tatsuya, Komori; Akihiro, Imamura; Hiromune, Ando; Hideharu, Ishida; Makoto, Kiso

Affiliation

Department of Applied Bioorganic Chemistry, Faculty of Applied Biological Sciences, Gifu University, 1-1 Yanagido, Gifu-shi, Gifu 501-1193, Japan.

Reference Id

REF-0000-000022

Source

Carbohydrate Research, 344 (2009), 1453-1463

Doi

10.1016/j.carres.2009.06.009