Heptane → HCID 69835965, compound

HRID 2083906Notes

Reaction equation

HRID 2083906 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[C:10]([O:12][CH3:13])[CH:11]=1)[S:8][CH2:7][CH2:6][C:5]2([C:15]([OH:17])=[O:16])[OH:14].CCCCCCC>C(OCC)(=O)C>[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[C:10]([O:12][CH3:13])[CH:11]=1)[S:8][CH2:7][CH2:6][C@@:5]2([C:15]([OH:17])=[O:16])[OH:14]

Participants

4

Reactant 2

HCID 8900HeptaneHCID 22731980HCID 22731980, compound

Product 1

HCID 69835965HCID 69835965, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

The enantiomers of 6-chloro-4-hydroxy-8-methoxythiochromane-4-yl-carboxylic acid (3.00 g, 10.9 mmol; see step (v) above) were separated using chiral chromatography (Kromasil TBB; heptane:ethyl acetate:formnic acid) affording 1.13 g of the faster moving, not wanted S-enantiomer, and 1.19 g (79%) of the slower moving sub-title compound. ee=94.6%

Workup

  1. customaffording 1.13 g of the

Sources & evidence

ORD record
ord-660d575f5d0d46c0998b0397d2868874
Source dataset
uspto-grants-2004_04
Patent number
US06716834B2

Reaction notes

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