Acetic Anhydride → HCID 86598916, compound

HRID 456763Notes

Reaction equation

HRID 456763 reaction equation
[NH2:1][C@H:2]1[C@H:7]2[CH2:8][C@H:4]([C@@H:5]([C:16]([O:18][CH3:19])=[O:17])[N:6]2[C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[CH2:3]1.[C:20](OC(=O)C)(=[O:22])[CH3:21]>CO>[C:20]([NH:1][C@H:2]1[C@H:7]2[CH2:8][C@H:4]([C@@H:5]([C:16]([O:18][CH3:19])=[O:17])[N:6]2[C:9]([O:11][C:12]([CH3:13])([CH3:14])[CH3:15])=[O:10])[CH2:3]1)(=[O:22])[CH3:21]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 86598915HCID 86598915, compound

Product 1

HCID 86598916HCID 86598916, compoundYield 166.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 2-tert-butyl 3-methyl (1R,3S,4R,6R)-6-amino-2-azabicyclo[2.2.1]heptane-2,3-dicarboxylate obtained in Example 29-3 (155 mg) in methanol (10 mL), was added acetic anhydride (30 mg). The mixture was stirred at room temperature for 1 hr. The resulting mixture was evaporated in vacuo and chromatographed on silica gel eluting with chloroform and methanol (19:1) to give the target compound (153 mg).

Workup

  1. customThe resulting mixture was evaporated in vacuo
  2. customchromatographed on silica gel eluting with chloroform and methanol (19:1)

Sources & evidence

ORD record
ord-98feac857b2547449aa4794a05541a23
Source dataset
uspto-grants-2007_03
Patent number
US07186731B2

Reaction notes

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