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COOHSynthetic Scheme)NaH, DMF,0 °C to RTNO2NH2NNO2NHNaBHAlloxan"NH ACOH, В,03ETОН, Pd/CNH2 i)BrNHСООНСООНСООнCOOH

Question

Show the mechanism, and explain the synthesis for this flavin

COOH
Synthetic Scheme
)NaH, DMF,
0 °C to RT
NO2
NH2
N
NO2
NH
NaBH
Alloxan
"NH ACOH, В,03
ETОН, Pd/C
NH2 i)
Br
NH
СООН
СООН
СООн
COOH
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COOH Synthetic Scheme )NaH, DMF, 0 °C to RT NO2 NH2 N NO2 NH NaBH Alloxan "NH ACOH, В,03 ETОН, Pd/C NH2 i) Br NH СООН СООН СООн COOH

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Step 1

The mechanism for given Flavin synthesis is described as follows,

i) NaH, DMF
0°C to RT
NO2
iBr
NO2
NO2
COOH
Na
Br
NH2
NH Na
NH
Reactant
В
A
NaBH
E OH, Pd/C
СООН
NH2
HN
но
NH
Но
NH
C
C
HOOC
СООН
Product
АcОН, В,0,
NH
НО
NH
Но
Alloxan
D
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Image Transcriptionclose

i) NaH, DMF 0°C to RT NO2 iBr NO2 NO2 COOH Na Br NH2 NH Na NH Reactant В A NaBH E OH, Pd/C СООН NH2 HN но NH Но NH C C HOOC СООН Product АcОН, В,0, NH НО NH Но Alloxan D

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Step 2

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