Sarcosine → HCID 24798499, compound

HRID 492075Notes

Reaction equation

HRID 492075 reaction equation
[NH:1]([CH2:3][C:4]([OH:6])=[O:5])[CH3:2].[C:7]([O:15][CH2:16][CH2:17][O:18][C:19](ON1C(=O)CCC1=O)=[O:20])(=[O:14])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1>>[CH3:2][N:1]([C:19]([O:18][CH2:17][CH2:16][O:15][C:7]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)=[O:14])=[O:20])[CH2:3][C:4]([OH:6])=[O:5]

Participants

3

Reactant 2

HCID 1088SarcosineHCID 86618757HCID 86618757, compound

Product 1

HCID 24798499HCID 24798499, compoundYield 44.4%

Procedure

Following the general procedure for the synthesis of acyloxyalkyl carbamates, sarcosine (0.104 g, 1.17 mmol) and (2,5-dioxoazolidinyloxycarbonyloxy)ethyl benzoate (0.3 g, 0.976 mmol) were reacted to provide 122 mg (44% yield) of the title compound (40) as a colorless semi-solid after work-up and mass-guided preparative HPLC purification. 1H NMR (CD3OD, 400 MHz): δ=8.01 (d, 2H), 7.61 (t, 1H), 7.44 (t, 2H), 7.01 (q, 1H), 4.12 (m, 2H), 3.01 (2s, 3H), 1.62-1.58 (dd, 3H). MS (ESI) m/z 304.05 (M+Na)+; 280.11 (M−H)−.

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-60233a1dbd3d4b8a80ae6b74fa3e4b7b
Source dataset
uspto-grants-2009_05
Patent number
US07531572B2

Reaction notes

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