HCID 86611033, compound → HCID 58826449, compound

HRID 2244670Notes

Reaction equation

HRID 2244670 reaction equation
[CH3:1][O:2][C:3]([C@H:5]1[CH2:9][C@H:8]([OH:10])[C@@H:7]([N:11]=[N+]=[N-])[CH2:6]1)=[O:4]>CO>[CH3:1][O:2][C:3]([C@H:5]1[CH2:9][C@H:8]([OH:10])[C@@H:7]([NH2:11])[CH2:6]1)=[O:4]

Participants

3

Reactant 1

HCID 86611033HCID 86611033, compound

Product 1

HCID 58826449HCID 58826449, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a stirred solution of (1R,3S,4S)-3-azido-4-hydroxy-cyclopentanecarboxylic acid methyl ester (2.73 g; CAS 213742-85-9; prepared as described in WO00/09463) at r.t. in methanol (30 ml) was added under an argon atmosphere Pt2O (140 mg). The reaction mixture was hydrogenated over night. The catalyst was filtered off and washed with MeOH. The filtrate was concentrated to give (1R,3S,4S)-3-amino-4-hydroxy-cyclopentanecarboxylic acid methyl ester (2.29 g) as brown oil. MS: 160.3 ([M+H]+).

Workup

  1. customprepared
  2. customat r.t.
  3. waitThe reaction mixture was hydrogenated over night
  4. filtrationThe catalyst was filtered off
  5. washwashed with MeOH
  6. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-9033fdae819a456d94cff5c761088170
Source dataset
uspto-grants-2010_03
Patent number
US07678917B2

Reaction notes

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