Benzyl 7-{2-(3-benzyloxy-4-[4-fluorophenoxy]butyl)-1,1,4-trioxo-3-thiazolidinyl}heptanoate → 7-[2-(3(S)-Hydroxyoctyl)-4-oxo-3thiazolidinyl]heptanoic Acid

HRID 1439402Notes

Reaction equation

HRID 1439402 reaction equation
C([O:8][CH:9]([CH2:36]OC1C=CC(F)=CC=1)[CH2:10][CH2:11][CH:12]1[N:16]([CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][C:23]([O:25]CC2C=CC=CC=2)=[O:24])[C:15](=[O:33])[CH2:14][S:13]1(=O)=O)C1C=CC=CC=1.[CH2:45](OCC#C[C@@H](OC(=O)C)CCCCC)[C:46]1C=CC=[CH:48][CH:47]=1>>[OH:8][C@@H:9]([CH2:36][CH2:45][CH2:46][CH2:47][CH3:48])[CH2:10][CH2:11][CH:12]1[N:16]([CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][C:23]([OH:25])=[O:24])[C:15](=[O:33])[CH2:14][S:13]1

Participants

3

Reactant 2

HCID 20317381Benzyl 7-{2-(3-benzyloxy-4-[4-fluorophenoxy]butyl)-1,1,4-trioxo-3-thiazolidinyl}heptanoateHCID 228002521-benzyloxy-4(S) acetyloxy-2-nonyne

Product 1

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

Procedure

This compound is prepared essentially by the method as described in Example 5, Step E, except that the benzyl 7-{2-(3-benzyloxy-4-[4-fluorophenoxy]butyl)-1,1,4-trioxo-3-thiazolidinyl}heptanoate is replaced by 1-benzyloxy-4(S)-acetyloxy-2-nonyne and no chromatographic purification is needed. The title compound is obtained as a mobile oil which is used immediately in Step A-6 below.

Workup

  1. customThis compound is prepared essentially by the method
  2. customno chromatographic purification

Sources & evidence

ORD record
ord-6abc9f999b754a4aafee948c5fb1b505
Source dataset
uspto-grants-1977_11
Patent number
US04059587

Reaction notes

Loading…