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Methyl 7-[2-(3-acetyloxyoctyl)-4-oxo-3-thiazolidinyl]heptanoate → 7-[2-(3(S)-Hydroxyoctyl)-4-oxo-3thiazolidinyl]heptanoic Acid

HRID 867117
Notes
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Reaction equation

HRID 867117 reaction equation
C([O:4][CH:5]([CH2:24][CH2:25][CH2:26][CH2:27][CH3:28])[CH2:6][CH2:7][CH:8]1[N:12]([CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][C:19]([O:21]C)=[O:20])[C:11](=[O:23])[CH2:10][S:9]1)(=O)C.C(O[C@@H](CCCCC)CCC1N(CCCCCCC(OC)=O)C(=O)CS1)(=O)C>>[OH:4][C@@H:5]([CH2:24][CH2:25][CH2:26][CH2:27][CH3:28])[CH2:6][CH2:7][CH:8]1[N:12]([CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][C:19]([OH:21])=[O:20])[C:11](=[O:23])[CH2:10][S:9]1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 20317394Methyl 7-[2-(3-acetyloxyoctyl)-4-oxo-3-thiazolidinyl]heptanoateHCID 22800258methyl 7-[2-(3(S)-acetyloxyoctyl)-4-oxo-3-thiazolidinyl]heptanoate

Product 1

HCID 228002507-[2-(3(S)-Hydroxyoctyl)-4-oxo-3thiazolidinyl]heptanoic Acid

Procedure

This compound is prepared exactly by the same method as described in Example 1, Step B, except that the methyl 7-[2-(3-acetyloxyoctyl)-4-oxo-3-thiazolidinyl]-heptanoate is replaced by methyl 7-[2-(3(S)-acetyloxyoctyl)-4-oxo-3-thiazolidinyl]heptanoate. Purification of the product resulting from this method by column chromatography on silica gel affords the pure title compound as a pale yellow oil.

Workup

  1. custom
This compound is prepared exactly by the same method
  • customPurification of the product
  • customresulting from this method by column chromatography on silica gel
  • Sources & evidence

    ORD record
    ord-d9a1b5e979ea49fcb1ec1aaad42f8930
    Source dataset
    uspto-grants-1978_07
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US04102888

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes