Benzoyl chloride → HCID 69204603, compound

HRID 132807Notes

Reaction equation

HRID 132807 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:19]=[C:20]([F:22])[CH:21]=1)[CH2:5][C@H:6]([NH:11][C:12](=[O:18])[O:13][C:14]([CH3:17])([CH3:16])[CH3:15])[C@H:7]([OH:10])[CH2:8][OH:9].[C:23](Cl)(=[O:30])[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1>ClCCl>[C:23]([O:9][CH2:8][C@@H:7]([OH:10])[C@@H:6]([NH:11][C:12]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:18])[CH2:5][C:4]1[CH:3]=[C:2]([F:1])[CH:21]=[C:20]([F:22])[CH:19]=1)(=[O:30])[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1

Participants

4

Reactant 2

HCID 7412Benzoyl chlorideHCID 67562678HCID 67562678, compound

Product 1

HCID 69204603HCID 69204603, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

BOC-Protected aminodiol 28 was dissolved in dichloromethane with tritethyamine and cooled to 0°. Benzoylchloride (1.0 eq.) was added and the solution stirred until all of the starting material was consumed. After extraction, the benzoyl ester (29) was purified using silica gel chromatography.

Workup

  1. temperaturecooled to 0°
  2. customwas consumed
  3. extractionAfter extraction
  4. customthe benzoyl ester (29) was purified

Sources & evidence

ORD record
ord-67cefef253604c298495f5a41d9d3076
Source dataset
uspto-grants-2008_06
Patent number
US07388118B2

Reaction notes

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