Triethyl phosphite → diethyl [(6S*,9aR*)-6-(4-carbomethoxyphenyl)-4-oxooctahydroquinolizin-3-yl]phosphonate

HRID 553897Notes

Reaction equation

HRID 553897 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([C@H:11]2[CH2:20][CH2:19][CH2:18][C@@H:17]3[N:12]2[C:13](=[O:22])[CH:14](I)[CH2:15][CH2:16]3)=[CH:7][CH:6]=1)([O:3][CH3:4])=[O:2].[P:23]([O:30]CC)([O:27][CH2:28][CH3:29])[O:24][CH2:25][CH3:26]>>[C:1]([C:5]1[CH:10]=[CH:9][C:8]([C@@H:11]2[CH2:20][CH2:19][CH2:18][C@H:17]3[N:12]2[C:13](=[O:22])[CH:14]([P:23](=[O:30])([O:27][CH2:28][CH3:29])[O:24][CH2:25][CH3:26])[CH2:15][CH2:16]3)=[CH:7][CH:6]=1)([O:3][CH3:4])=[O:2]

Participants

3

Reactant 2

HCID 31215Triethyl phosphiteHCID 69072716(6R*,9aS*)-6-(4-carbomethoxyphenyl)-3-iodooctahydroquinolizin-4-one

Product 1

HCID 86612700diethyl [(6S*,9aR*)-6-(4-carbomethoxyphenyl)-4-oxooctahydroquinolizin-3-yl]phosphonate

Conditions

Temperature
120 °C

Procedure

A mixture of (6R*,9aS*)-6-(4-carbomethoxyphenyl)-3-iodooctahydroquinolizin-4-one (180 mg) with triethyl phosphite (2 mL) was stirred at 120° C. for two hours. The reaction solution was left to cool to room temperature and then concentrated under reduced pressure to obtain 185 mg of the title compound. The property value of the compound is as follows.

Workup

  1. waitThe reaction solution was left
  2. temperatureto cool to room temperature
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-b4b142fdfa0c4976bbe3613c9fbcc724
Source dataset
uspto-grants-2011_11
Patent number
US08048878B2

Reaction notes

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