Acetic Anhydride → HCID 43595975, compound

HRID 1354764Notes

Reaction equation

HRID 1354764 reaction equation
[OH:1][C@H:2]1[C@H:6]([NH:7][CH3:8])[CH2:5][N:4](C(OC(C)(C)C)=O)[CH2:3]1.[C:16](OC(=O)C)(=[O:18])[CH3:17]>N1C=CC=CC=1>[OH:1][C@@H:2]1[CH2:3][NH:4][CH2:5][C@H:6]1[N:7]([CH3:8])[C:16](=[O:18])[CH3:17]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 28819679rel-1,1-Dimethylethyl (3R,4R)-3-hydroxy-4-(methylamino)-1-pyrrolidinecarboxylate

Product 1

HCID 43595975HCID 43595975, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

tert-Butyl trans-3-hydroxy-4-methylaminopyrrolidin-1-carboxylate (1.0 g, tetrahedron: Asymmetry 2001, 12, 2989) was mixed with pyridine (1.5 g) and acetic anhydride (0.567 g). After 3 hours, volatile fractions were removed under high vacuum. The residue was treated by method G. This resulted in the product with the molecular weight of 158.20 (C7H14N2O2); MS (ESI): 159 (M+H+).

Workup

  1. customvolatile fractions were removed under high vacuum
  2. additionThe residue was treated by method G
  3. customThis resulted in the product with the molecular weight of 158.20 (C7H14N2O2)

Sources & evidence

ORD record
ord-ee8055286d9e4e088b5ff1a5c22d30d7
Source dataset
uspto-grants-2007_05
Patent number
US07223788B2

Reaction notes

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