(S)-1-azido-3-((R)-tetrahydro-2H-pyran-3-yl)propan-2-yl(methyl)carbamate → tert-Butyl ((S)-1-amino-3-((R)-tetrahydro-2H-pyran-3-yl)propan-2-yl)(methyl)carbamate

HRID 451980ノート

反応式

HRID 451980 の反応式
[N:1]([CH2:4][C@@H:5]([N:13]([CH3:17])[C:14](=[O:16])[O-:15])[CH2:6][C@H:7]1[CH2:12][CH2:11][CH2:10][O:9][CH2:8]1)=[N+]=[N-]>CCOC(C)=O.[Pd]>[NH2:1][CH2:4][C@@H:5]([N:13]([CH3:17])[C:14](=[O:16])[O:15][C:7]([CH3:12])([CH3:8])[CH3:6])[CH2:6][C@H:7]1[CH2:12][CH2:11][CH2:10][O:9][CH2:8]1

参加物

4

反応物 1

HCID 86637153(S)-1-azido-3-((R)-tetrahydro-2H-pyran-3-yl)propan-2-yl(methyl)carbamate

生成物 1

HCID 58011482tert-Butyl ((S)-1-amino-3-((R)-tetrahydro-2H-pyran-3-yl)propan-2-yl)(methyl)carbamate収率 91%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 8857Ethyl Acetate溶媒

実験手順

Hydrogenation of (S)-1-azido-3-((R)-tetrahydro-2H-pyran-3-yl)propan-2-yl(methyl)carbamate (62 mg, 0.51 mmol) was carried out in EtOAc (20 mL), 10% Pd/C (15 mg) under 40 psi of H2 for 2 h. After filtration 52 mg of tert-butyl (S)-1-amino-3-((R)-tetrahydro-2H-pyran-3-yl)propan-2-ylcarbamate was obtained, yield 91%. MS ESI +ve m/z 273 (M+H).

後処理

  1. filtrationAfter filtration 52 mg of tert-butyl (S)-1-amino-3-((R)-tetrahydro-2H-pyran-3-yl)propan-2-ylcarbamate
  2. customwas obtained

出典と根拠

ORDレコード
ord-2680ff73955f493285caeefbabee09cd
出典データセット
uspto-grants-2013_07
特許番号
US08487108B2

反応ノート

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