HCID 11418702, compound → HCID 11395147, compound

HRID 1795482Notes

Reaction equation

HRID 1795482 reaction equation
[CH2:1]([O:8][C:9]([N:11]1[C@@H:15]([CH3:16])[C:14]([C:18]2[CH:23]=[CH:22][C:21]([O:24][CH2:25][C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)=[CH:20][CH:19]=2)(O)[O:13]C1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>C1(C)C=CC=CC=1>[CH2:1]([O:8][C:9]([NH:11][C@@H:15]([CH3:16])[C:14]([C:18]1[CH:19]=[CH:20][C:21]([O:24][CH2:25][C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=2)=[CH:22][CH:23]=1)=[O:13])=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 1

HCID 11418702HCID 11418702, compound

Product 1

HCID 11395147HCID 11395147, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

In toluene (50 mL) was dissolved (4S)-N-benzyloxycarbonyl-5-(4-benzyloxyphenyl)-4-methyl-5-hydroxyoxazolidine (3.8 g) prepared in Example 1. After adding Amberlist (300 mg), the mixture was reacted at room temperature. At the end of the reaction, Amberlist was filtered off, the filtrate was concentrated in vacuo. The residue was purified by silica column chromatography (eluent: chloroform) to give the title compound (3.1 g) as pale yellow crystals in a yield of 88%.

Workup

  1. additionAfter adding Amberlist (300 mg)
  2. customthe mixture was reacted at room temperature
  3. customAt the end of the reaction, Amberlist
  4. filtrationwas filtered off
  5. concentrationthe filtrate was concentrated in vacuo
  6. customThe residue was purified by silica column chromatography (eluent: chloroform)

Sources & evidence

ORD record
ord-d71cc3de18b046d980488443cf0a9da4
Source dataset
uspto-grants-2006_04
Patent number
US07026515B2

Reaction notes

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