tert-butyl (2S)-2-amino-4-methylpentanoate hydrochloride → (S)-2-[(5-Cyclopropyl-6-cyclopropylmethoxy-pyridine-2-carbonyl)-amino]-4-methyl-pentanoic acid tert-butyl ester

HRID 632445Notes

Reaction equation

HRID 632445 reaction equation
[CH:1]1([C:4]2[CH:5]=[CH:6][C:7]([C:15]([OH:17])=O)=[N:8][C:9]=2[O:10][CH2:11][CH:12]2[CH2:14][CH2:13]2)[CH2:3][CH2:2]1.Cl.[CH3:19][C:20]([O:23][C:24](=[O:31])[C@H:25]([CH2:27][CH:28]([CH3:30])[CH3:29])[NH2:26])([CH3:22])[CH3:21]>>[C:20]([O:23][C:24](=[O:31])[C@@H:25]([NH:26][C:15]([C:7]1[CH:6]=[CH:5][C:4]([CH:1]2[CH2:2][CH2:3]2)=[C:9]([O:10][CH2:11][CH:12]2[CH2:13][CH2:14]2)[N:8]=1)=[O:17])[CH2:27][CH:28]([CH3:29])[CH3:30])([CH3:21])([CH3:19])[CH3:22]

Participants

3

Reactant 2

HCID 12451443tert-butyl (2S)-2-amino-4-methylpentanoate hydrochlorideHCID 710873465-Cyclopropyl-6-cyclopropylmethoxy-pyridine-2-carboxylic acid

Product 1

HCID 71087703(S)-2-[(5-Cyclopropyl-6-cyclopropylmethoxy-pyridine-2-carbonyl)-amino]-4-methyl-pentanoic acid tert-butyl ester

Procedure

The title compound was synthesized in analogy to Example 1, using 5-cyclopropyl-6-cyclopropylmethyloxy-pyridine-2-carboxylic acid (Example 42a) and L-leucine 1,1-dimethylethyl ester hydrochloride (1:1) (CAN 2748-02-9) as starting materials; LC-MS (UV peak area/ESI) 98.7%, 403.2599 (M+H)+.

Sources & evidence

ORD record
ord-43648b855945404bb1ce25632aafb80f
Source dataset
uspto-grants-2016_04
Patent number
US09321727B2

Reaction notes

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