Acetic Anhydride → HCID 69928763, compound

HRID 2408930Notes

Reaction equation

HRID 2408930 reaction equation
[C:1]([O:5][C:6]([NH:8][C:9]1([CH:13]([OH:17])[C:14]([OH:16])=[O:15])[CH2:12][CH2:11][CH2:10]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[C:18](OC(=O)C)(=[O:20])[CH3:19]>N1C=CC=CC=1>[C:18]([O:17][CH:13]([C:9]1([NH:8][C:6]([O:5][C:1]([CH3:4])([CH3:2])[CH3:3])=[O:7])[CH2:12][CH2:11][CH2:10]1)[C:14]([OH:16])=[O:15])(=[O:20])[CH3:19]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 67230310HCID 67230310, compound

Product 1

HCID 69928763HCID 69928763, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

(1-Tert-butoxycarbonylaminocyclobutyl)-hydroxyacetic acid (201.5 mg, 0.822 mmol) was stirred with acetic anhydride (95 mL) in pyridine (1.5 mL) for 24 h. The mixture was first concentrated under vacuum, and then diluted with 5 mL EtOAc. The organic solution was washed with 1N HCl (2 mL) followed by saturated aqueous NaCl (2 mL), dried (Na2SO4), and evaporated under vacuum which gave the title compound. LC-UV/MS API-ES− m/z 286 [M−H]−

Workup

  1. concentrationThe mixture was first concentrated under vacuum
  2. additiondiluted with 5 mL EtOAc
  3. washThe organic solution was washed with 1N HCl (2 mL)
  4. dry with materialdried (Na2SO4)
  5. customevaporated under vacuum which

Sources & evidence

ORD record
ord-456545d0cb214ab2a8150db829011e4a
Source dataset
uspto-grants-2014_08
Patent number
US08815809B2

Reaction notes

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