Acetonitrile → cis-N-Carbobenzyloxy-4-[[(methylamino)carbonyl]oxy]-L-proline, methyl ester

HRID 1414072

反応式

HRID 1414072 の反応式
[C:1]([N:11]1[CH2:19][C@@H:18]([OH:20])[CH2:17][C@H:12]1[C:13]([O:15][CH3:16])=[O:14])([O:3][CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:2].C(#N)C.[CH3:24][N:25]=[C:26]=[O:27]>C(N(CC)CC)C>[C:1]([N:11]1[CH2:19][C@@H:18]([O:20][C:26]([NH:25][CH3:24])=[O:27])[CH2:17][C@H:12]1[C:13]([O:15][CH3:16])=[O:14])([O:3][CH2:4][C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][CH:10]=1)=[O:2]

参加物

5

反応物 3

HCID 6342AcetonitrileHCID 12228Methyl IsocyanateHCID 688413(2S,4S)-1-Benzyl 2-methyl 4-hydroxypyrrolidine-1,2-dicarboxylate

生成物 1

HCID 131711848cis-N-Carbobenzyloxy-4-[[(methylamino)carbonyl]oxy]-L-proline, methyl ester収率 86%

試薬・触媒・溶媒 1

HCID 8471Triethylamine溶媒

実験手順

To a stirred solution of 5.4 g. (0.019 mole) of N-carbobenzyloxy-cis-4-hydroxy-L-proline, methyl ester, in 120 ml. of acetonitrile is added 5.4 ml. of triethylamine, followed by 5.4 ml. of methyl isocyanate. After keeping overnight at room temperature and refluxing for two hours, the reaction mixture is worked up as in Example 1c to give 5.6 g (86%) of a pale yellow viscous oil.

後処理

  1. temperaturerefluxing for two hours

出典と根拠

ORDレコード
ord-8429242f70824658bcd09f99cb2a2e7f
出典データセット
uspto-grants-1981_02
特許番号
US04252943

関連ノート

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