Hydrochloric Acid → HCID 70006814, compound

HRID 1860531Notes

Reaction equation

HRID 1860531 reaction equation
P([O-])(O)(O)=O.[K+].[OH-].[Na+].C[O:10][C:11](=[O:39])[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][C@H:18]1[C@H:22]([CH:23]=[CH:24][Sn:25]([CH2:34][CH2:35][CH2:36][CH3:37])([CH2:30][CH2:31][CH2:32][CH3:33])[CH2:26][CH2:27][CH2:28][CH3:29])[CH2:21][CH2:20][C:19]1=[O:38].Cl>O>[O:38]=[C:19]1[CH2:20][CH2:21][C@@H:22]([CH:23]=[CH:24][Sn:25]([CH2:26][CH2:27][CH2:28][CH3:29])([CH2:34][CH2:35][CH2:36][CH3:37])[CH2:30][CH2:31][CH2:32][CH3:33])[C@@H:18]1[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][C:11]([OH:39])=[O:10]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 516951Monobasic potassium phosphateHCID 70006201HCID 70006201, compound

Product 1

HCID 70006814HCID 70006814, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
38.5 °C

Procedure

Potassium dihydrogen phosphate (4.6 g, 33.44 mmol) was dissolved in deionized water (0.5 L), and was brought to pH 7 using sodium hydroxide solution (2M). To this was added Candida Cyclridraceae (400 mg). The solution was warmed to 37-40° C., and trans-7-[2-oxo-5-(2-tributylstannanyl-vinyl)-cyclopentyl]-heptanoic acid methyl ester of Step D (3.00 g, 13.38 mmol) was added with vigorous stirring. After 4 h, concentrated hydrochloric acid was added to bring the pH to 1 and the solution was extracted with ethyl acetate. The organic phase was dried, and the solvent was removed in vacua to yield the title compound as a yellow syrup.

Workup

  1. additionTo this was added Candida Cyclridraceae (400 mg)
  2. extractionthe solution was extracted with ethyl acetate
  3. customThe organic phase was dried
  4. customthe solvent was removed in vacua

Sources & evidence

ORD record
ord-47f9792b4034461f925f1a3cedf72a3f
Source dataset
uspto-grants-2003_03
Patent number
US06531485B2

Reaction notes

Loading…