Benzyl Alcohol → HCID 131723612, compound

HRID 1795769Notes

Reaction equation

HRID 1795769 reaction equation
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[S:6]([NH:9][CH2:10][P:11](=[O:14])([OH:13])[OH:12])(=[O:8])=[O:7].[CH2:15](O)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>>[NH4+:9].[CH2:15]([O:14][P:11]([CH2:10][NH:9][S:6]([C:2]1[S:1][CH:5]=[CH:4][CH:3]=1)(=[O:7])=[O:8])(=[O:12])[O-:13])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

3

Reactant 2

HCID 244Benzyl AlcoholHCID 22179287HCID 22179287, compound

Product 1

HCID 131723612HCID 131723612, compound

Procedure

According to the procedure described in Example 1, step 4, the phosphonic acid 43 was treated with benzyl alcohol. The ammonium salt was purified by flash chromatography (elution with chloroform:methanol:concentrated ammonium hydroxide; 8:2:0.25), followed by lyophilization, to afford the title compound: 1H NMR (300 MHz, D2O) δH 7.71 (m, 1 H), 7.58 (m, 1 H), 7.29 (s, 5 H), 7.07 (t, J=7.0 Hz, 1 H), 4.75 (d, J=7.8 Hz, 2 H), 2.93 (d, J=12.9 Hz, 2 H); 31P NMR: (121 MHz, D2O) δP 16.65; 13C NMR (75 MHz, D2O) δC 132.75; 131.10, 129.07, 128.72, 124.12, 123.70, 123.47, 123.13, 62.55, 34.40, (d, J=147.4 Hz).

Workup

  1. customThe ammonium salt was purified by flash chromatography (elution with chloroform:methanol:concentrated ammonium hydroxide; 8:2:0.25)

Sources & evidence

ORD record
ord-3588c41e40dd4546840e09c925269bf4
Source dataset
uspto-grants-2006_04
Patent number
US07030103B2

Reaction notes

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