Sarcosine → HCID 24798584, compound

HRID 1715486Notes

Reaction equation

[NH:1]([CH2:3][C:4]([OH:6])=[O:5])[CH3:2].[CH3:7][CH:8]([CH3:26])[CH2:9][C:10]([O:12][CH2:13][CH2:14][O:15][C:16](ON1C(=O)CCC1=O)=[O:17])=[O:11]>>[CH3:2][N:1]([C:16]([O:15][CH2:14][CH2:13][O:12][C:10](=[O:11])[CH2:9][CH:8]([CH3:7])[CH3:26])=[O:17])[CH2:3][C:4]([OH:6])=[O:5]

Participants

Reactant 2

HCID 1088Sarcosine

HCID 86618764HCID 86618764, compound

Product 1

HCID 24798584HCID 24798584, compoundYield 27.6%

Procedure

Following the general procedure for the synthesis of acyloxyalkyl carbamates, sarcosine (0.104 g, 1.1 mmol) and (2,5-dioxoazolidinyloxycarbonyloxy)ethyl 3-methylbutanoate (0.28 g, 0.97 mmol) were reacted to provide 0.070 g (27.5% yield) of the title compound (45) as a colorless, waxy material after work-up and mass-guided preparative HPLC purification. 1H NMR (CD3OD, 400 MHz): δ=6.78 (q, 1H), 4.12 (m, 2H), 2.99 (2s, 3H), 2.23 (m, 2H), 2.12 (m, 1H), 1.52 (2d, 3H), 0.99 (t, 3H). MS (ESI) m/z 284.08 (M+Na)+, 260.13 (M−H)−.

Workup

customwere reacted

Sources & evidence

ORD record: ord-8e7a3ad69af64fa39ba9326a62bdf8f9
Source dataset: uspto-grants-2010_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07799829B2

Reaction notes

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