I) Draw a proper Fischer projection for the following molecule. Assign each stereogenic carbon as either (R) or (S) and determine if the molecule is either a (D) or (L)-sugar, is this aldose or ketose? OH OH OH OH II) a-Draw the proper Haworth form and most stable chair conformation for B-anomer of L-mannopyranose. b- Write the systematic name of this compound III) What are the principal organic products when L-Gulose is treated under the following conditions? Mechanisms are not necessary. a.) Ac₂O, H₂O* b.) MeOH, H₂O* HO- -H HO- -H H- -OH H- -OH CH2OH D-Mannose c.) Br₂/H₂O HO- d.) 1.) NaCN 2.) H₂/Pd 3.) H₂O e.) 1.) NH₂OH 2.) HO-H th -H Ac₂O/Py 3.) CH₂ONa f.) NaBH4/H₂O g.) Tollen's reagent H- -OH но-н LOH L-Gulose
I) Draw a proper Fischer projection for the following molecule. Assign each stereogenic carbon as either (R) or (S) and determine if the molecule is either a (D) or (L)-sugar, is this aldose or ketose? OH OH OH OH II) a-Draw the proper Haworth form and most stable chair conformation for B-anomer of L-mannopyranose. b- Write the systematic name of this compound III) What are the principal organic products when L-Gulose is treated under the following conditions? Mechanisms are not necessary. a.) Ac₂O, H₂O* b.) MeOH, H₂O* HO- -H HO- -H H- -OH H- -OH CH2OH D-Mannose c.) Br₂/H₂O HO- d.) 1.) NaCN 2.) H₂/Pd 3.) H₂O e.) 1.) NH₂OH 2.) HO-H th -H Ac₂O/Py 3.) CH₂ONa f.) NaBH4/H₂O g.) Tollen's reagent H- -OH но-н LOH L-Gulose
Chapter25: Biomolecules: Carbohydrates
Section25.SE: Something Extra
Problem 44AP
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Transcribed Image Text:I) Draw a proper Fischer projection for the following molecule. Assign each
stereogenic carbon as either (R) or (S) and determine if the molecule is either
a (D) or (L)-sugar, is this aldose or ketose?
OH
OH OH
OH
II) a-Draw the proper Haworth form and most stable
chair conformation for B-anomer of L-mannopyranose.
b- Write the systematic name of this compound
III) What are the principal organic products when
L-Gulose is treated under the following conditions?
Mechanisms are not necessary.
a.) Ac₂O, H₂O* b.) MeOH, H₂O*
HO-
-H
HO-
-H
H-
-OH
H-
-OH
CH2OH
D-Mannose
c.) Br₂/H₂O
HO-
d.) 1.) NaCN 2.) H₂/Pd 3.) H₂O
e.) 1.) NH₂OH 2.)
HO-H
th
-H
Ac₂O/Py 3.) CH₂ONa
f.) NaBH4/H₂O g.) Tollen's reagent
H- -OH
но-н
LOH
L-Gulose
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