Trabajo de Quimica Organica 2

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B.13).- Metil Alfa-D-Ribofuranosido:O HO O H H OH OH H O CH3 H H H H OH OH OH OH

+ H2O/ H+HO H H H O OH OH OH OH

Br2/ H2O

H+ /

H H H H

OH OH OH CH2OH O

B.14).-

N H HO O H H OH OH H O CH3 H H H H OH OH OH OH OH

HCN

HO O H H H H OH OH OH OH OH

H2O/ H+

4.- Secuencia de reacciones.4.1 Alfa-D(+)-glucopiranosaOH HO H HO H O H HO H OH HO H HO OH O H HO H O CH3

+ CH3CH2OH/ H+

H

(CH3)2SO4/NaOH

H2O/ H+O H3C O H O H CH3 CH3 O H O CH3HO O H HO H H OH H OH OH OH

H O CH3

O H HO H H OH H OH OH OH

Br2/ H2O

OO

H HO H H

OH H OH OH O

H HO H H

OH H OH OH OH

H /+

Na/ Hg/ CO2H H N+

H N H HO H H OH H OH OH OH OH

OH

H HO H H

OH H OH OH OH

NH2OH

H2/Ni

H NH2 H HO H H OH H OH OH OH

LiAlH4/ H

4.2

OH HO OH H H OH H H H O OH

O CH3 H3C O H O CH3 H H H H O CH3 O O CH3

+ (CH3CO)2O

H3O+O H HO HO H OH H H OH OHHO O H HO HO H OH H H OH OH

+ Br2/ H2O SOCl2

Cl H HO HO H

OO OH H H OH OH

H HO HO H

OH H H OH OH

LiAlH( Ter-Buto-)3

CH2OH-CH2OH / H+

O H HO HO H

O

OH H H OH OH

HIO4

4HCO2 + 4 HIO3 +1 H2CO

4.3 Aldotriosa

O HO H H OH OH

N HO HO H H H OH OH H HO H

N OH H OH OH

HCN

Ba (OH)2/

H+/ O H HO H OH H OH OH

Na(Hg), CO2