Diethyl Pyrocarbonate → HCID 21964591, compound

HRID 2212439Notes

Reaction equation

C[O:2][C:3](=[O:27])[C:4]([NH:25][NH2:26])([CH3:24])[CH2:5][C:6]1[CH:11]=[CH:10][C:9]([O:12][C:13]([O:15][CH2:16][CH3:17])=[O:14])=[C:8]([O:18][C:19]([O:21][CH2:22][CH3:23])=[O:20])[CH:7]=1.ClC(OCC)=O.C(OC(OCC)=O)(=O)OCC>>[CH2:22]([O:21][C:19]([O:18][C:8]1[CH:7]=[C:6]([CH2:5][C:4]([NH:25][NH2:26])([CH3:24])[C:3]([OH:27])=[O:2])[CH:11]=[CH:10][C:9]=1[O:12][C:13]([O:15][CH2:16][CH3:17])=[O:14])=[O:20])[CH3:23]

Participants

Reactant 3

HCID 3051Diethyl Pyrocarbonate

HCID 10928Ethyl chloroformate

HCID 69584976HCID 69584976, compound

Product 1

HCID 21964591HCID 21964591, compound

Procedure

Following the procedure for preparation of 106, and substituting ethyl chloroformate and 108 with diethyl pyrocarbonate and 102, respectively, provided the title compound. 1H NMR (CD3OD, 400 MHz): 1.18 (t, 6H), 1.36 (s, 3H), 3.01 (dd, 2H), 3.80 (s, 3H), 4.17 (q, 4H), 7.08–7.17 (m, 3H). MS (ESI) m/z 371.24 (M+H+).

Sources & evidence

ORD record: ord-d70d74a7253d4260a5aab504b8fe8835
Source dataset: uspto-grants-2006_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07101912B2

Reaction notes

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