Methyl Isocyanate → HCID 54358359、化合物

HRID 839574ノート

反応式

HRID 839574 の反応式
[C:1]([S:20][C@@H:21]1[O:29][C@H:28]([CH2:30][OH:31])[C@@H:26]([OH:27])[C@H:24]([OH:25])[C@H:22]1[OH:23])([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:32][N:33]=[C:34]=[O:35]>CN(C)C=O>[C:1]([S:20][C@@H:21]1[O:29][C@H:28]([CH2:30][O:31][C:34](=[O:35])[NH:33][CH3:32])[C@@H:26]([O:27][C:34](=[O:35])[NH:33][CH3:32])[C@H:24]([O:25][C:34](=[O:35])[NH:33][CH3:32])[C@H:22]1[O:23][C:34](=[O:35])[NH:33][CH3:32])([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)([C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

4

反応物 2

HCID 12228Methyl IsocyanateHCID 54344857HCID 54344857、化合物

生成物 1

HCID 54358359HCID 54358359、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
65 °C

実験手順

S-Trityl-1-thio-β-D-glucopyranose (0.70 g., 1.6 mmole) is dissolved in 20 ml. of dry dimethylformamide. Methyl isocyanate (1.5 ml.) is added and the mixture is stirred for 1.5 hours at room temperature and for an additional two hours at 65° C. The solvent is evaporated at reduced pressure, the residue is triturated with water and neutralized to pH 4 with dilute hydrochloric acid. Extracting the organic materials into chloroform, evaporating the chloroform extract and chromatographing the residue on a silica column with ethyl acetate eluant gives S-trityl-2,3,4,6-tetra-O-(N-methylcarbamoyl)-1-thio-β-D-glucopyranose.

後処理

  1. customThe solvent is evaporated at reduced pressure
  2. customthe residue is triturated with water and neutralized to pH 4 with dilute hydrochloric acid
  3. extractionExtracting the organic materials into chloroform
  4. customevaporating the chloroform
  5. extractionextract

出典と根拠

ORDレコード
ord-0386638d4cf24bcb8f7d1521dc3432af
出典データセット
uspto-grants-1978_06
特許番号
US04096249

反応ノート

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