Sodium Azide → HCID 86639452、化合物

HRID 451831ノート

反応式

HRID 451831 の反応式
[N-:1]=[N+:2]=[N-:3].[Na+].CC1C=CC(S(O[CH2:16][C@@H:17]([NH:26][C:27]([O:29][C:30]([CH3:33])([CH3:32])[CH3:31])=[O:28])[CH2:18][C@H:19]2[CH2:25][CH2:24][CH2:23][CH2:22][O:21][CH2:20]2)(=O)=O)=CC=1>CN(C=O)C.CCOC(C)=O>[N:1]([CH2:16][C@@H:17]([NH:26][C:27](=[O:28])[O:29][C:30]([CH3:33])([CH3:32])[CH3:31])[CH2:18][C@@H:19]1[CH2:25][CH2:24][CH2:23][CH2:22][O:21][CH2:20]1)=[N+:2]=[N-:3]

参加物

5

反応物 2

HCID 33557Sodium AzideHCID 59201342HCID 59201342、化合物

生成物 1

HCID 86639452HCID 86639452、化合物

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

The solution of NaN3 (47 mg, 0.72 mmol) and (S)-2-(tert-butoxycarbonylamino)-3-((R)-oxepan-3-yl)propyl 4-methylbenzenesulfonate (103 mmol, 0.24 mmol) in anhydrous DMF was heated to 80° C. for 2 h. After cooling to rt, the reaction was diluted with EtOAc and washed with H2O, brine, dried over Na2SO4, filtered, and concentrated. The residue was purified by chromatography on silica gel to give tert-butyl (S)-1-azido-3-((S)-oxepan-3-yl)propan-2-ylcarbamate. MS ESI +ve m/z 321 (M+Na).

後処理

  1. washwashed with H2O, brine
  2. dry with materialdried over Na2SO4
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customThe residue was purified by chromatography on silica gel

出典と根拠

ORDレコード
ord-e1c9c572d6ab47da9cf07f678ceae67f
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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