Synthesis of Virantmycin

C19H26ClNO3
Principal investigator | Ralph A. Raphael |
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Publication year | 1990 |
Synthesis type | Total |
Number of steps | 14 (linear) |
References |
Part 1 of 1
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NaH
THF
RT to 45 °C, 21.5 h, 91%

Na
Propylene glycol
85 °C, 30 min, 65%

LiCCH.(CH2NH2)2,
C2H2
PhH, THF
35 to 50 °C, 68%
"The yield was 83 % brsm."




NaBH4
MeOH
RT

Ph3P
CCl4
54 °C, 5 h, 76% (2 steps)

HCO2Ac
HCO2H
RT, 12 h, 90%


Pd/C,
H2
1 atm
Dioxane
RT, 21 h, 64%

WCl6,
n-BuLi
THF
-78 °C to RT, 90 min, 45%

NaOH
MeOH
RT, 20 h, 80%

SOCl2
CH2Cl2
40 °C, 5.5 h, 45%

LiOH
H2O, MeCN
70 °C, 4 h, 73%
