Acetonitrile → HCID 57024808, compound

HRID 722868Notes

Reaction equation

[NH2:1][CH2:2][C@@H:3]([CH2:8][C@H:9]([CH3:12])[CH2:10][CH3:11])[CH2:4][C:5]([OH:7])=[O:6].[CH3:13]C#N>>[NH2:1][CH2:2][C@@H:3]([CH2:8][C@@H:9]([CH3:12])[CH2:10][CH2:11][CH3:13])[CH2:4][C:5]([OH:7])=[O:6]

Participants

Reactant 2

HCID 6342Acetonitrile

HCID 11658365HCID 11658365, compound

Product 1

HCID 57024808HCID 57024808, compound

Procedure

A procedure similar to the preparation of example 18 (3S,5R)-3-aminomethyl-5-methyl-heptanoic acid was followed giving example 19. 380 mg; 29.0%. 1H NMR (CD3OD) δ 2.90 (dd, J=3.9, 8.8 Hz, 1H), 2.80 (dd, J=7.6, 5.1 Hz, 1H), 2.40 (dd, J=3.2, 12.51 Hz, 1H), 2.20 (dd, J=8.8, 6.8 Hz, 1H), 2.05 (m, 1H), 1.55 (m, 1H), 1.30 (m, 3H), 1.10 (m, 2H), 0.85 (m, 6H); MS, m/z (relative intensity): 187 [M+1H, 100%], 211 [M+1H+CH3CN, 30%].

Workup

customwas followed giving example 19

Sources & evidence

ORD record: ord-20d5744c7fe24197982acba3c2817589
Source dataset: uspto-grants-2006_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07138542B2

Reaction notes

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