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

HRID 867117Notes

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

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. customThis compound is prepared exactly by the same method
  2. customPurification of the product
  3. customresulting from this method by column chromatography on silica gel

Sources & evidence

ORD record
ord-d9a1b5e979ea49fcb1ec1aaad42f8930
Source dataset
uspto-grants-1978_07
Patent number
US04102888

Reaction notes

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