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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2377635Generated: October 25, 2026

(2S)-2-amino-3-(tert-butoxy)propanoic acid → O-(tert-Butyl)-N-{[(2,2-dimethylhex-5-en-1-yl)oxy]carbonyl}-L-serine

https://huagongshe.com/reaction/2377635

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(2S)-2-amino-3-(tert-butoxy)propanoic acidHCID 7004940—
Reactant2,2-Dimethylhex-5-en-1-olHCID 10240821—
Reactant3-Methyl-N-{[(pent-4-en-1-yl)oxy]carbonyl}-L-valineHCID 45379928—
ProductO-(tert-Butyl)-N-{[(2,2-dimethylhex-5-en-1-yl)oxy]carbonyl}-L-serineHCID 45379614—

Reaction Steps

O-(tert-Butyl)-N-{[(2,2-dimethylhex-5-en-1-yl)oxy]carbonyl}-L-serine was prepared according to the procedure for 3-methyl-N-[(pent-4-enyloxy)carbonyl]-L-valine using O-(tert-butyl)-L-serine and 2,2-dimethylhex-5-en-1-ol. 1H NMR (500 MHz, CDCl3, ppm) δ 5.75-5.86 (m, 1 H), 4.90-5.04 (m, 2 H), 4.02 (m, 1 H), 3.57-3.90 (m, 4 H), 1.98-2.05 (m, 2 H), 1.27-1.36 (m, 2 H), 1.14 (s, 9 H), 1.01 (d, J=6.5 Hz, 1 H), and 6.09 (s, 6 H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07470664B2
Source datasetuspto-grants-2008_12
ORD IDord-df840d8e5d6345c1a274f3e88199faf6
Source noteuspto-grants-2008_12