Sarcosine → HCID 24798498, compound

HRID 1715483Notes

Reaction equation

HRID 1715483 reaction equation
[NH:1]([CH2:3][C:4]([OH:6])=[O:5])[CH3:2].[CH3:7][C:8]1[CH:29]=[CH:28][CH:27]=[CH:26][C:9]=1[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]([C:9]1[CH:26]=[CH:27][CH:28]=[CH:29][C:8]=1[CH3:7])=[O:11])=[O:17])[CH2:3][C:4]([OH:6])=[O:5]

Participants

3

Reactant 2

HCID 1088SarcosineHCID 86618756HCID 86618756, compound

Product 1

HCID 24798498HCID 24798498, compoundYield 53.3%

Procedure

Following the general procedure for the synthesis of acyloxyalkyl carbamates, sarcosine (0.2 g, 2.24 mmol) and (2,5-dioxoazolidinyloxycarbonyloxy)ethyl 2-methylbenzoate (0.6 g, 1.86 mmol) were reacted to provide 0.293 g (53.1% yield) of the title compound (39) as a white wax after work-up and mass-guided preparative HPLC purification. 1H NMR (CD3OD, 400 MHz): δ=7.81 (d, 1H), 7.40 (t, 1H), 7.22 (d, 2H), 7.01 (q, 1H), 4.1 (m, 2H), 3.0 (2s, 3H), 2.58 (s, 3H), 1.61-1.59 (2d, 3H). MS (ESI) m/z 318.07 (M+Na)+, 294.10 (M−H)−.

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-a46be4ea5b674f808ed20b9a44a39f5d
Source dataset
uspto-grants-2010_09
Patent number
US07799829B2

Reaction notes

Loading…