1,1-Dimethylethyl N-[(3S)-2,2-dimethyl-4-oxo-1-(phenylmethoxy)-3-azetidinyl]carbamate → HCID 14010104、化合物

HRID 1788788ノート

反応式

HRID 1788788 の反応式
[C:1]([O:5][C:6]([NH:8][C@H:9]1[C:12]([CH3:14])([CH3:13])[N:11]([O:15]CC2C=CC=CC=2)[C:10]1=[O:23])=[O:7])([CH3:4])([CH3:3])[CH3:2]>C(O)C.C(OCC)(=O)C.[Pd]>[C:1]([O:5][C:6]([NH:8][C@H:9]1[C:12]([CH3:14])([CH3:13])[N:11]([OH:15])[C:10]1=[O:23])=[O:7])([CH3:4])([CH3:2])[CH3:3]

参加物

5

反応物 1

HCID 140101021,1-Dimethylethyl N-[(3S)-2,2-dimethyl-4-oxo-1-(phenylmethoxy)-3-azetidinyl]carbamate

生成物 1

HCID 14010104HCID 14010104、化合物収率 83.1%

試薬・触媒・溶媒 3

HCID 23938Palladium触媒HCID 702Ethanol溶媒HCID 8857Ethyl Acetate溶媒

実験手順

A solution of 14.77 g (0.0461 mole) of (3S)-3-[(t-butyloxycarbonyl)amino]-4,4-dimethyl-1-(phenylmethoxy)-2-azetidinone in 15 ml of ethanol and 85 ml of ethyl acetate was hydrogenated over 0.75 g of 5% palladium-on-carbon catalyst for 1.5 hours at 1 atmosphere. The reaction mixture was filtered and concentrated to give a white solid. Recrystallization from ethyl acetate gave 8.82 g of the title compound, melting point 148°-149° C., [α]D =+31° (C =1, ethyl acetate).

後処理

  1. filtrationThe reaction mixture was filtered
  2. concentrationconcentrated
  3. customto give a white solid
  4. customRecrystallization from ethyl acetate

出典と根拠

ORDレコード
ord-b8abfc5399164ec0b2d27d6533f14659
出典データセット
uspto-grants-1987_08
特許番号
US04684722

反応ノート

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