Hydrochloric Acid → 3-((2S,3R)-4-azido-1-cyclohexyl-3-hydroxybutan-2-ylamino)-4-(3-((3-methoxypropoxy)(phenyl)methyl)piperidin-1-yl)cyclobut-3-ene-1,2-dione

HRID 253600ノート

反応式

HRID 253600 の反応式
[N:1]([CH2:4][C@@H:5]([OH:23])[C@@H:6]([NH:14][C:15]1[C:16](=O)[C:17](=[O:21])[C:18]=1[O:19]C)[CH2:7][CH:8]1[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]1)=[N+:2]=[N-:3].Cl.[CH3:25][O:26][CH2:27][CH2:28][CH2:29][O:30][CH:31]([C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1)[CH:32]1[CH2:37][CH2:36][CH2:35][NH:34][CH2:33]1.CCN(CC)CC>C(#N)C>[N:1]([CH2:4][C@@H:5]([OH:23])[C@@H:6]([NH:14][C:15]1[C:18](=[O:19])[C:17](=[O:21])[C:16]=1[N:34]1[CH2:35][CH2:36][CH2:37][CH:32]([CH:31]([O:30][CH2:29][CH2:28][CH2:27][O:26][CH3:25])[C:38]2[CH:39]=[CH:40][CH:41]=[CH:42][CH:43]=2)[CH2:33]1)[CH2:7][CH:8]1[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13]1)=[N+:2]=[N-:3]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 8471TriethylamineHCID 574196003-((3-Methoxypropoxy)(phenyl)methyl)piperidineHCID 577865243-((2S,3R)-4-Azido-1-cyclohexyl-3-hydroxybutan-2-ylamino)-4-methoxycyclobut-3-ene-1,2-dione

生成物 1

HCID 577864683-((2S,3R)-4-azido-1-cyclohexyl-3-hydroxybutan-2-ylamino)-4-(3-((3-methoxypropoxy)(phenyl)methyl)piperidin-1-yl)cyclobut-3-ene-1,2-dione収率 67.3%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

3-((2S,3R)-4-Azido-1-cyclohexyl-3-hydroxybutan-2-ylamino)-4-methoxycyclobut-3-ene-1,2-dione (35 mg, 0.11 mmol), the HCl salt of 3-((3-methoxypropoxy)(phenyl)methyl)piperidine (48 mg, 0.16 mmol), and Et3N (100 μL, 0.7 mmol) were dissolved in acetonitrile (1 mL). The reaction was allowed to stir at rt overnight. The solvent was evaporated and the product was isolated by preparative HPLC to give 3-((2S,3R)-4-azido-1-cyclohexyl-3-hydroxybutan-2-ylamino)-4-(3-((3-methoxypropoxy)(phenyl)methyl)piperidin-1-yl)cyclobut-3-ene-1,2-dione (41 mg). MS m/z 554 (M+H+).

後処理

  1. customThe solvent was evaporated
  2. customthe product was isolated by preparative HPLC

出典と根拠

ORDレコード
ord-e87d67c52ae944b3badee6ca2306d210
出典データセット
uspto-grants-2011_01
特許番号
US07872028B2

反応ノート

読み込み中…