Ethanol → HCID 68647310, compound

HRID 1162703Notes

Reaction equation

HRID 1162703 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:12][C@@H:11]([O:13][CH3:14])[C@H:10]([C:15]#[N:16])[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].CC[OH:19]>C(Cl)(Cl)Cl.CC(O)=O.O=[Pt]=O>[C:11]([OH:13])(=[O:19])[CH3:12].[C:1]([O:5][C:6]([N:8]1[CH2:12][C@@H:11]([O:13][CH3:14])[C@H:10]([CH2:15][NH2:16])[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

6

Reactant 2

HCID 702EthanolHCID 58748311HCID 58748311, compound

Product 1

HCID 68647310HCID 68647310, compound

Reagents, catalysts & solvents 3

HCID 345198Adams' catalystCatalystHCID 176Acetic AcidSolventHCID 6212ChloroformSolvent

Procedure

80.3 A suspension of (3S,4S)-3-cyano-4-methoxy-pyrrolidine-1-carboxylic acid tert-butyl ester (150 mg) in 15 ml of EtOH, 0.3 ml of chloroform, 0.38 ml of AcOH and 8 mg of PtO2 was hydrogenated at 22° C. and atmospheric pressure for 16 h. The suspension was filtered and the filtrate evaporated to give 188 mg of (3R,4S)-3-aminomethyl-4-methoxy-pyrrolidine-1-carboxylic acid tert-butyl ester acetate. Colorless semisolid. MS 231.3 ([M+H]+)

Workup

  1. customwas hydrogenated at 22° C.
  2. filtrationThe suspension was filtered
  3. customthe filtrate evaporated

Sources & evidence

ORD record
ord-dcd9f4da7b824ed2981e9ccc2df3fac8
Source dataset
uspto-grants-2010_10
Patent number
US07820699B2

Reaction notes

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