Hydrochloric Acid → HCID 67683627, compound

HRID 1546Notes

Reaction equation

HRID 1546 reaction equation
[OH:1][CH:2]([CH2:33][O:34][C:35]1[CH:40]=[CH:39][C:38]([OH:41])=[C:37]([CH2:42][OH:43])[CH:36]=1)[CH2:3][NH:4][CH2:5][CH2:6][C:7]1[CH:32]=[CH:31][C:10]([O:11][CH2:12][P@@:13]([CH2:20][CH2:21][CH2:22][O:23][CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)(=[O:19])[O:14]CCCC)=[CH:9][CH:8]=1.Cl>>[OH:1][C@H:2]([CH2:33][O:34][C:35]1[CH:40]=[CH:39][C:38]([OH:41])=[C:37]([CH2:42][OH:43])[CH:36]=1)[CH2:3][NH:4][CH2:5][CH2:6][C:7]1[CH:32]=[CH:31][C:10]([O:11][CH2:12][P:13]([CH2:20][CH2:21][CH2:22][O:23][CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)(=[O:14])[OH:19])=[CH:9][CH:8]=1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 86752203(S)-4-{2-[2-hydroxy-3-(4-hydroxy-3-hydroxymethyl-phenoxy)propylamino]ethyl}phenoxymethyl-(3-benzyloxypropyl)phosphinic acid, n-butyl ester

Product 1

HCID 67683627HCID 67683627, compound

Procedure

The title compound was prepared from (S)-4-{2-[2-hydroxy-3-(4-hydroxy-3-hydroxymethyl-phenoxy)propylamino]ethyl}phenoxymethyl-(3-benzyloxypropyl)phosphinic acid, n-butyl ester according to a modification of the procedure described in Example 5. Acidification to pH 3.5 with 1M hydrochloric acid followed by C18 reverse phase chromatography, eluting with water-methanol (30%) and freeze drying of the resultant foam gave the title compound as a solid.

Workup

  1. washeluting with water-methanol (30%)
  2. customfreeze drying of the resultant foam

Sources & evidence

ORD record
ord-8e4211f4f8714a32ba4f81b5ab11c25a
Source dataset
uspto-grants-1998_03
Patent number
US05726165

Reaction notes

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