Make an electron-flow-mechanism for this synthetic scheme. This involves predicting major and by-products using electronic and structural effects. The arrow push mechanism must be shows. (D-GLUCOSE -> ASCORBIC ACID) МeMeAcetobacterОНOHОНOHOHsuboxydansрH 4-6, 30-35°CHO3. Acetone,HOH2SO437 %H2 RaNiMeНоНоноOHquant.>90 %OHОНОН ОНOHOHMeD-glucose (10)111213OHНО4.NaOCI, NICI, > 93 %5. H20, H*, 82 %HO6. HCI, PhMe, Astep 3+4 can be replacedby oxidation with Air &НОOH> 60 %HO.14OHAscorbic acid (15)PtO

Synthesis of Ascorbic acid from D - glucose with mechanism is given below.

Make an electron-flow-mechanism for this synthetic scheme. This involves predicting major and by-products using electronic and structural effects. The arrow push mechanism must be shows. (D-GLUCOSE -> ASCORBIC ACID)

Make an electron-flow-mechanism for this synthetic scheme. This involves predicting major and by-products using electronic and structural effects. The arrow push mechanism must be shows. (D-GLUCOSE -> ASCORBIC ACID)

Introduction to General, Organic and Biochemistry

11th Edition

ISBN:9781285869759

Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres

Publisher:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres

Chapter31: Immunochemistry

Section: Chapter Questions

Problem 31.75P

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Question

Make an electron-flow-mechanism for this synthetic scheme. This involves predicting major and by-products using electronic and structural effects. The arrow push mechanism must be shows. (D-GLUCOSE -> ASCORBIC ACID)

Мe
Me
Acetobacter
ОН
OH
ОН
OH
OH
suboxydans
рH 4-6, 30-35°C
HO
3. Acetone,
HO
H2SO4
37 %
H2 RaNi
Me
Но
Но
но
OH
quant.
>90 %
OH
ОН
ОН ОН
OH
OH
Me
D-glucose (10)
11
12
13
OH
НО
4.NaOCI, NICI, > 93 %
5. H20, H*, 82 %
HO
6. HCI, PhMe, A
step 3+4 can be replaced
by oxidation with Air &
НО
OH
> 60 %
HO.
14
OH
Ascorbic acid (15)
PtO

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