ChemicalBook CAS DataBase List tert-butyl (3R,4S,5S)-4-((S)-2-amino-N,3-dimethylbutanamido)-3-methoxy-5-methylheptanoate

tert-butyl (3R,4S,5S)-4-((S)-2-amino-N,3-dimethylbutanamido)-3-methoxy-5-methylheptanoate synthesis

14synthesis methods

Product Name:tert-butyl (3R,4S,5S)-4-((S)-2-amino-N,3-dimethylbutanamido)-3-methoxy-5-methylheptanoate
CAS Number:177423-00-6
Molecular formula:C19H38N2O4
Molecular Weight:358.52

120205-52-9
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tert-butyl (3R,4S,5S)-4-((S)-2-amino-N,3-dimethylbutanamido)-3-methoxy-5-methylheptanoate

177423-00-6
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Yield:177423-00-6 100%

Reaction Conditions:

with palladium 10% on activated carbon;hydrogen in methanol at 20; for 1 h;

Steps:

tert-butyl (3R,4S,5S)-3-methoxy-5-methyl-4-[methyl(L-valyl)amino]heptanoate

500 mg (1 mmol) of tert-butyl (3R,4S,5S)-4-[{N-[(benzyloxy)carbonyl]-L-valyl}(methyl)amino]-3-methoxy-5-methylheptanoate (intermediate 1) were dissolved in 50 ml of methanol and, after addition of 100 mg of 10% palladium on activated carbon, hydrogenated under standard hydrogen pressure at RT for 1 h. The catalyst was then filtered off and the solvent was removed under reduced pressure. This gave 370 mg (quant.) of the title compound as a virtually colourless oil. [1366] HPLC (Method 5): R_t=1.59 min; [1367] LC-MS (Method 1): R_t=0.74 min; MS (ESIpos): m/z=359 (M+H)⁺.

References:

US2015/23989,2015,A1 Location in patent:Paragraph 1365-1367

1375415-93-2 Synthesis