Sarcosine → HCID 24798497, compound

HRID 1715482Notes

Reaction equation

[NH:1]([CH2:3][C:4]([OH:6])=[O:5])[CH3:2].[CH3:7][CH:8]([CH3:25])[C:9]([O:11][CH2:12][CH2:13][O:14][C:15](ON1C(=O)CCC1=O)=[O:16])=[O:10]>>[CH3:2][N:1]([C:15]([O:14][CH2:13][CH2:12][O:11][C:9](=[O:10])[CH:8]([CH3:7])[CH3:25])=[O:16])[CH2:3][C:4]([OH:6])=[O:5]

Participants

Reactant 2

HCID 1088Sarcosine

HCID 86618766HCID 86618766, compound

Product 1

HCID 24798497HCID 24798497, compoundYield 88.4%

Procedure

Following the general procedure for the synthesis of acyloxyalkyl carbamates, sarcosine (0.23 g, 2.63 mmol) and (2,5-dioxoazolidinyloxycarbonyloxy)ethyl 2-methylpropanoate (0.6 g, 2.1 mmol) were reacted to provide 0.459 g (85% yield) of the title compound (38) as a colorless liquid after work-up and mass-guided preparative HPLC purification. 1H NMR (CD3OD, 400 MHz): δ=6.88 (q, 1H), 4.12 (m, 2H), 2.9 (2s, 3H), 2.59 (m, 1H), 1.5-1.4 (2d, 3H), 1.1 (m, 6H). MS (ESI) m/z 270.06 (M+Na)+; 246.12 (M−H)−.

Workup

customwere reacted

Sources & evidence

ORD record: ord-9b48a8f34d4542c4bebbd51290312333
Source dataset: uspto-grants-2010_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07799829B2

Reaction notes

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