Diethyl methylphosphonate → HCID 11066348, compound

HRID 1756830Notes

Reaction equation

[CH3:1][O:2][C:3]([NH:5][C@@H:6]([CH2:12][CH2:13]Cl)[C:7]([O:9][CH2:10][CH3:11])=[O:8])=[O:4].[CH3:15][P:16](OCC)(=[O:20])[O:17][CH2:18][CH3:19]>>[CH3:1][O:2][C:3]([NH:5][C@@H:6]([CH2:12][CH2:13][P:16]([O:17][CH2:18][CH3:19])([CH3:15])=[O:20])[C:7]([O:9][CH2:10][CH3:11])=[O:8])=[O:4]

Participants

Reactant 2

HCID 12685Diethyl methylphosphonate

HCID 10911175HCID 10911175, compound

Product 1

HCID 11066348HCID 11066348, compound

Procedure

2.6 g (11.6 mmol) of ethyl (S)-2-(methoxycarbonylamino)-4-chlorobutanoate and 6.3 g (46.4 mmol) of diethyl methanephosphonate are stirred for 15 h at 140° C. The excess diethyl methanephosphonate is then removed at 90° C. under a high vacuum. The crude product thus obtained is produced as a colorless oil and shows no further impurities in 1H-NMR; yield: 2.8 g (82%),

Workup

customThe excess diethyl methanephosphonate is then removed at 90° C. under a high vacuum

Sources & evidence

ORD record: ord-f27526faeb074b00a9311ad923f5cbc0
Source dataset: uspto-grants-1995_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05442088

Reaction notes

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