1,4-Dioxane → N-{[(9H-Fluoren-9-yl)methoxy]carbonyl}-O-methyl-L-serine

HRID 1779971Notes

Reaction equation

HRID 1779971 reaction equation
[CH:1]1[C:13]2[CH:12]([CH2:14][O:15][C:16]([NH:18][C@@H:19]([CH2:24][O:25][CH3:26])[C:20]([O:22]C)=[O:21])=[O:17])[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH:4]=[CH:3][CH:2]=1.O1CCOCC1>>[CH:10]1[C:11]2[CH:12]([CH2:14][O:15][C:16]([NH:18][C@@H:19]([CH2:24][O:25][CH3:26])[C:20]([OH:22])=[O:21])=[O:17])[C:13]3[C:5](=[CH:4][CH:3]=[CH:2][CH:1]=3)[C:6]=2[CH:7]=[CH:8][CH:9]=1

Participants

3

Reactant 2

HCID 312751,4-DioxaneHCID 22872534HCID 22872534, compound

Product 1

HCID 46737425N-{[(9H-Fluoren-9-yl)methoxy]carbonyl}-O-methyl-L-serine

Procedure

To a solution of methyl (S)-(9-fluorenylmethyloxycarbonylamino)-3-methoxypropionate (2.18 g, 6.13 mmol) in dioxane (31 ml) 6M HCl (31 ml, 184 mmol) was added. This mixture was allowed to cool down and concentrated. The residue was purified by flash chromatography (silica gel; hexane: ethyl acetate: acetic acid (10:10:1).

Workup

  1. temperatureto cool down
  2. concentrationconcentrated
  3. customThe residue was purified by flash chromatography (silica gel

Sources & evidence

ORD record
ord-feb897dd3f0947f787ea042c7901b353
Source dataset
uspto-grants-1997_05
Patent number
US05629293

Reaction notes

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