Sarcosine → HCID 24798585, compound

HRID 492078Notes

Reaction equation

[NH:1]([CH2:3][C:4]([OH:6])=[O:5])[CH3:2].[CH3:7][CH:8]([CH3:24])[C:9]([O:11][CH2:12][O:13][C:14](ON1C(=O)CCC1=O)=[O:15])=[O:10]>>[CH3:2][N:1]([C:14]([O:13][CH2:12][O:11][C:9](=[O:10])[CH:8]([CH3:24])[CH3:7])=[O:15])[CH2:3][C:4]([OH:6])=[O:5]

Participants

Reactant 2

HCID 1088Sarcosine

HCID 86618758HCID 86618758, compound

Product 1

HCID 24798585HCID 24798585, compoundYield 53.8%

Procedure

Following the general procedure for the synthesis of acyloxyalkyl carbamates, sarcosine (0.123 g, 1.3 mmol) and (2,5-dioxoazolidinyloxycarbonyloxy)methyl 2-methylpropanoate (0.300 g, 1.1 mmol) were reacted to provide 0.138 g (51.3% yield) of the title compound (46) as a colorless semi-solid material after work-up and mass-guided preparative HPLC purification. 1H NMR (CD3OD, 400 MHz): δ=5.78 (d, 2H), 4.12 (d, 3H), 3.02 (d, 3H), 2.62 (m, 1H), 1.2 (t, 6H). MS (ESI) m/z 256.05 (M+Na)+.

Workup

customwere reacted

Sources & evidence

ORD record: ord-8d1815655fa74eeeaa31920d7332110b
Source dataset: uspto-grants-2009_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07531572B2

Reaction notes

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