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

HRID 1824233Notes

Reaction equation

HRID 1824233 reaction equation
[CH3:1][O:2][C:3](=[O:21])[CH:4]([NH:8][C:9](=[O:20])[C@H:10]([CH3:19])[NH:11][C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])[CH:5]1[CH2:7][CH2:6]1.[C:22](NC(CC)C(O)=O)(OC(C)(C)C)=O>>[CH3:1][O:2][C:3](=[O:21])[CH:4]([NH:8][C:9](=[O:20])[CH:10]([NH:11][C:12]([O:14][C:15]([CH3:16])([CH3:17])[CH3:18])=[O:13])[CH2:19][CH3:22])[CH:5]1[CH2:6][CH2:7]1

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-db1416645b4b42dea92408133286df18
Source dataset
uspto-grants-2006_05
Patent number
US07041672B2

Reaction notes

Loading…