Hydrochloric Acid → HCID 67365690、化合物

HRID 81331ノート

反応式

HRID 81331 の反応式
C(OC(=O)[NH:7][CH2:8][CH2:9][CH2:10][CH2:11][C:12]1[CH:17]=[CH:16][C:15]([O:18][CH2:19][CH2:20][N:21]([CH2:29][C@@H:30]([OH:35])[C@@H:31]([OH:34])[CH2:32][OH:33])[CH2:22][C@@H:23]([OH:28])[C@@H:24]([OH:27])[CH2:25][OH:26])=[CH:14][CH:13]=1)(C)(C)C.Cl>C(O)C>[OH:35][C@@H:30]([C@@H:31]([OH:34])[CH2:32][OH:33])[CH2:29][N:21]([CH2:22][C@@H:23]([OH:28])[C@@H:24]([OH:27])[CH2:25][OH:26])[CH2:20][CH2:19][O:18][C:15]1[CH:14]=[CH:13][C:12]([CH2:11][CH2:10][CH2:9][CH2:8][NH2:7])=[CH:17][CH:16]=1

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 67367671HCID 67367671、化合物

生成物 1

HCID 67365690HCID 67365690、化合物収率 98%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To a solution containing the compound 18 (0.502 g, 0.972 mmol) in ethanol (10 mL) was slowly added concentrated hydrochloric acid (12N, 2 mL). The clear solution was stirred at room temperature for 4 hours. The reaction mixture was concentrated under vacuum. The residue was taken into ethanol (3 mL) and the resulting solution was concentrated again under vacuum. The procedure was repeated two more times to ensure no aqueous solvent remained. The residue was chromatographed over silica gel, eluting with a mixture of concentrated ammonium hydroxide (0-10%), methane (0-30%), and methylene chloride (100-60%), to afford 0.396 g (98%) of the product 19 as a low melting white solid. [α]D25=+24.2° (c 0.265, MeOH). 1H NMR (300 MHz, DMSO-d6): δ 1.32-1.52 (m, 4H), 2.46-2.55 (m, 4H), 2.74-2.79 (m, 2H), 2.84-2.96 (m, 2H), 3.31-3.99 (m, 16H), 4.01 (t, J=5.9 Hz, 2H), 6.40 (br s, 2H), 6.82 (d, J=8.5 Hz, 2H), 7.09 (d, J=8.5 Hz, 2H). m/z (APCI)=417 [C20H36N2O7+H]+.

後処理

  1. concentrationThe reaction mixture was concentrated under vacuum
  2. concentrationthe resulting solution was concentrated again under vacuum
  3. customThe residue was chromatographed over silica gel
  4. washeluting with a mixture of concentrated ammonium hydroxide (0-10%), methane (0-30%), and methylene chloride (100-60%)

出典と根拠

ORDレコード
ord-4e13e435ff3541f2bf06e2d2c56842b1
出典データセット
uspto-grants-2014_09
特許番号
US08846688B2

反応ノート

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