Triethyl phosphite → HCID 19972027, compound

HRID 975490Notes

Reaction equation

HRID 975490 reaction equation
[C:1]([NH:9][CH:10]([P:12]([CH:17](Br)[NH:18][C:19](=[O:26])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)(=[O:16])[O:13][CH2:14][CH3:15])Br)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[P:28]([O:35]CC)([O:32][CH2:33][CH3:34])[O:29][CH2:30][CH3:31]>>[C:1]([NH:9][CH:10]([P:12]([CH:17]([P:28]([O:29][CH2:30][CH3:31])([O:32][CH2:33][CH3:34])=[O:35])[NH:18][C:19](=[O:26])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)(=[O:16])[O:13][CH2:14][CH3:15])[P:28]([O:32][CH2:33][CH3:34])([O:29][CH2:30][CH3:31])=[O:35])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 31215Triethyl phosphiteHCID 19972024HCID 19972024, compound

Product 1

HCID 19972027HCID 19972027, compound

Procedure

A solution of the bromide 7 (195 mg; 0.38 mmol) and triethyl phosphite (130 μl; 0.76 mmol) in abs. THF (50 ml) is concentrated under reduced pressure after stirring at room temperature for 4 hours. A mixture of the diastereomeric phosphinic acid esters 14 (145 mg, 64% of theory after recrystallization from ethyl acetate) is obtained.

Workup

  1. concentrationTHF (50 ml) is concentrated under reduced pressure
  2. additionA mixture of the diastereomeric phosphinic acid esters 14 (145 mg, 64% of theory after recrystallization from ethyl acetate)
  3. customis obtained

Sources & evidence

ORD record
ord-def3b588293540428c7f686e72334840
Source dataset
uspto-grants-1997_03
Patent number
US05608098

Reaction notes

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