Ammonia → HCID 53777184, compound

HRID 1492979Notes

Reaction equation

HRID 1492979 reaction equation
[CH2:1]([O:3][P:4]([CH2:12][C@H:13]([OH:16])[CH2:14]Cl)([CH:6]1[CH2:11][CH2:10][CH:9]=[CH:8][CH2:7]1)=[O:5])[CH3:2].[NH3:17]>C(O)C>[CH2:1]([O:3][P:4]([CH2:12][C@@H:13]([OH:16])[CH2:14][NH2:17])([CH:6]1[CH2:11][CH2:10][CH:9]=[CH:8][CH2:7]1)=[O:5])[CH3:2]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 53705600HCID 53705600, compound

Product 1

HCID 53777184HCID 53777184, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 2.0 g of 3-chloro-2(S)-hydroxy-propyl-(cyclohex-3-enyl)-phosphinic acid ethyl ester in 40 ml of ethanol is placed in an autoclave. 10.0 g of ammonia are introduced under pressure and the mixture is left to stand at room temperature for 72 hours, concentrated to dryness by evaporation, chromatographed on silica gel, stirred at 0° with ethyl acetate/diethyl ether and filtered with suction, yielding 3-amino-2(S)-hydroxy-propyl-(cyclohex-3-enyl)-phosphinic acid ethyl ester, [α]20D =-5.2±0.9 (c=1.07 in methanol).

Workup

  1. waitthe mixture is left
  2. concentrationconcentrated to dryness by evaporation
  3. customchromatographed on silica gel
  4. filtrationfiltered with suction

Sources & evidence

ORD record
ord-27e5a323d01f449a9c399fa1ba696498
Source dataset
uspto-grants-1994_12
Patent number
US05376684

Reaction notes

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