methyl 4-amino-2,2-dimethylbutanoate hydrochloride → HCID 67074248, compound

HRID 2095499Notes

Reaction equation

HRID 2095499 reaction equation
CO[C:3](=[O:20])[C@@H:4]([N:6]([C:10]([O:12][CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)=[O:11])[CH2:7][CH:8]=O)[CH3:5].Cl.[CH3:22][O:23][C:24](=[O:31])[C:25]([CH3:30])([CH3:29])[CH2:26][CH2:27][NH2:28]>>[CH2:13]([O:12][C:10]([N:6]1[CH2:7][CH2:8][N:28]([CH2:27][CH2:26][C:25]([C:24]([O:23][CH3:22])=[O:31])([CH3:30])[CH3:29])[C:3](=[O:20])[C@@H:4]1[CH3:5])=[O:11])[C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1

Participants

3

Reactant 2

HCID 86628421methyl 4-amino-2,2-dimethylbutanoate hydrochloride2×HCID 86638111(S)-2-[Benzyloxycarbonyl-(2-oxo-ethyl)-amino]-propionic acid methyl ester2×

Product 1

HCID 67074248HCID 67074248, compoundYield 90%

Procedure

In analogy to the procedure described in Example 12D, (S)-2-[benzyloxycarbonyl-(2-oxo-ethyl)-amino]-propionic acid methyl ester (intermediate 12C) and 4-amino-2,2-dimethyl-butyric acid methyl ester, hydrochloride (intermediate 27) gave the titled compound in 90% yield as light yellow oil. MS: 377.21 (MH+).

Sources & evidence

ORD record
ord-f072e83e5ce44a33a887312c067050d8
Source dataset
uspto-grants-2013_05
Patent number
US08445674B2

Reaction notes

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