MonoMethylauristatin F synthesis
- Product Name:MonoMethylauristatin F
- CAS Number:745017-94-1
- Molecular formula:C39H65N5O8
- Molecular Weight:731.96
![L-Phenylalanine, N-[(1,1-dimethylethoxy)carbonyl]-N-methyl-L-valyl-L-valyl-(3R,4S,5S)-3-methoxy-5-methyl-4-(methylamino)heptanoyl-(αR,βR,2S)-β-methoxy-α-methyl-2-pyrrolidinepropanoyl-](/CAS/20211123/GIF/1369427-27-9.gif)
1369427-27-9
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745017-94-1
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Yield:745017-94-1 100%
Reaction Conditions:
with hydrogenchloride in 1,4-dioxane;water at 20; for 0.583333 h;
Steps:
40 Example 40. (S)-2-((2R,3R)-3-((S)- 1 -((3R,4S ,5S)-4-((S)-N,3-dimethyl-2-((S)-3- methyl-2-(methylamino)butanamido)butanamido)-3 -methoxy-5-methylheptanoyl)-pyrrolidin-2-yl)-3 -methoxy-2-methylpropanamido)-3 -phenylpropanoic acid (101)
(S)-2-((2R,3R)-3-((S)- 1 -((6S ,9S, 12S, 1 3R)- 12-((S)-sec-butyl)-6,9-diisopropyl- 13- methoxy-2,2,5,11 -tetramethyl-4,7, 1 0-trioxo-3 -oxa-5 ,8,11 -triazapenta-decan- 15- oyl)pyrrolidin-2-yl)-3 -methoxy-2-methylpropanamido)-3 -phenylpropanoic acid (25 mg,0.030 mmol) in the mixture of HC1 (conc. 0.3 ml) and 1,4-dioxane (0.9 ml) was stirred at RT for 35 mm. The mixture was diluted with EtOH (1.0 ml) and toluene (1.0 ml), concentrated and re-evaporated with EtOH/toluene (2:1) to afford the title compound as a white solid (22 mg, -400% yield) for the next step without further purification. LC-MS (ESI) mlz calcd. for C39H66N508 [M+Hj: 732.48, found: 732.60.
References:
WO2015/155753,2015,A2 Location in patent:Page/Page column 101
![L-Phenylalanine, N-[(1,1-dimethylethoxy)carbonyl]-N-methyl-L-valyl-L-valyl-(3R,4S,5S)-3-methoxy-5-methyl-4-(methylamino)heptanoyl-(αR,βR,2S)-β-methoxy-α-methyl-2-pyrrolidinepropanoyl-, methyl ester](/CAS/20211123/GIF/1415246-61-5.gif)
1415246-61-5
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745017-94-1
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![L-Phenylalanine, N-[(1,1-dimethylethoxy)carbonyl]-L-valyl-(3R,4S,5S)-3-methoxy-5-methyl-4-(methylamino)heptanoyl-(αR,βR,2S)-β-methoxy-α-methyl-2-pyrrolidinepropanoyl-, methyl ester](/CAS/20211123/GIF/1415246-55-7.gif)
1415246-55-7
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745017-94-1
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13734-41-3
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745017-94-1
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45170-31-8
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$29.00/1g
745017-94-1
201 suppliers
$17.00/1mg