2-(((Tert-butoxy)carbonyl)amino)butanoic acid → Methyl({2-[(tert-butoxycarbonyl)amino]butanoyl}amino)(cyclopropyl)acetate

HRID 1612318Notes

Reaction equation

HRID 1612318 reaction equation
[C:1]([O:5][C:6]([NH:8][C@H:9]([C:11]([NH:13][CH:14]([CH:19]1[CH2:21][CH2:20]1)[C:15]([O:17][CH3:18])=[O:16])=[O:12])[CH3:10])=[O:7])([CH3:4])([CH3:3])[CH3:2].[C:22](NC(CC)C(O)=O)(OC(C)(C)C)=O>>[C:1]([O:5][C:6]([NH:8][CH:9]([CH2:10][CH3:22])[C:11]([NH:13][CH:14]([CH:19]1[CH2:20][CH2:21]1)[C:15]([O:17][CH3:18])=[O:16])=[O:12])=[O:7])([CH3:2])([CH3:3])[CH3:4]

Participants

3

Reactant 2

HCID 3335222-(((Tert-butoxy)carbonyl)amino)butanoic acidHCID 58583288methyl{[N-(tert-butoxycarbonyl)-L-alanyl]amino}(cyclopropyl)acetate

Product 1

HCID 23593721Methyl({2-[(tert-butoxycarbonyl)amino]butanoyl}amino)(cyclopropyl)acetate

Procedure

Following the procedure for the preparation of methyl {[N-(tert-butoxycarbonyl)-L-alanyl]amino}(cyclopropyl)acetate but substituting N-Boc-alpha-aminobutyric acid and making non-critical variations provided the title compound as a solid: 1H NMR (CDCl3) δ 0.40-0.62, 0.94-0.99, 1.09-1.12, 1.46, 1.63-2.06, 3.77, 4.04, 5.02, 6.54.

Sources & evidence

ORD record
ord-6f171eb9a81a4a6f9b762adc0045c52b
Source dataset
uspto-grants-2006_01
Patent number
US06992087B2

Reaction notes

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