Trifluoroacetic acid → HCID 20729748、化合物

HRID 352175ノート

反応式

HRID 352175 の反応式
C(OC([NH:8][CH:9]1[CH2:14][CH2:13][CH2:12][CH:11]([CH2:15][NH:16][C:17]([O:19][CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)=[O:18])[CH2:10]1)=O)(C)(C)C.C(O)(C(F)(F)F)=O>>[CH2:20]([O:19][C:17](=[O:18])[NH:16][CH2:15][C@@H:11]1[CH2:12][CH2:13][CH2:14][C@H:9]([NH2:8])[CH2:10]1)[C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1

参加物

3

反応物 2

HCID 6422Trifluoroacetic acidHCID 22713895[3-(Benzyloxycarbonylamino-methyl)-cyclohexyl]-carbamic acid tert-butyl ester

生成物 1

HCID 20729748HCID 20729748、化合物

実験手順

S-amino enantiomer of N-({3-[(t-butoxy)carbonyl-amino]cyclohexyl}methyl) (phenylmethoxy)carboxamide (1.0 g, 2.76 mmol) was treated with TFA (5 mL) under N2. After 20 min of stirring at r.t. the reaction was complete. The crude was then concentrated to an oil which was purified on a Varian Bond-Elut SCX column (10 g). The column was eluted consecutively with CHCl3, MeOH, and ammonia (2.0M in MeOH). The pure product was recovered from the ammonia fractions. The solvent was removed in vacuo to afford 0.632 g (87%) as a colorless oil. MS (ES+) m/z 263.0 (M+H)+.

後処理

  1. concentrationThe crude was then concentrated to an oil which
  2. customwas purified on a Varian Bond-Elut SCX column (10 g)
  3. washThe column was eluted consecutively with CHCl3, MeOH, and ammonia (2.0M in MeOH)
  4. customThe pure product was recovered from the ammonia fractions
  5. customThe solvent was removed in vacuo
  6. customto afford 0.632 g (87%) as a colorless oil

出典と根拠

ORDレコード
ord-dd66de9effbc43ffa8f6b4d193a621bb
出典データセット
uspto-grants-2004_06
特許番号
US06743794B2

反応ノート

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