4-Toluenesulfonyl chloride → cis-N-Carbobenzyloxy-4-tosyloxy-L-proline, methyl ester

HRID 1733350

反応式

HRID 1733350 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].[S:21](Cl)([C:24]1[CH:30]=[CH:29][C:27]([CH3:28])=[CH:26][CH:25]=1)(=[O:23])=[O:22]>N1C=CC=CC=1>[C:1]([N:11]1[CH2:19][C@@H:18]([O:20][S:21]([C:24]2[CH:30]=[CH:29][C:27]([CH3:28])=[CH:26][CH:25]=2)(=[O:23])=[O:22])[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

4

反応物 2

HCID 73974-Toluenesulfonyl chlorideHCID 688413(2S,4S)-1-Benzyl 2-methyl 4-hydroxypyrrolidine-1,2-dicarboxylate

生成物 1

HCID 14036189cis-N-Carbobenzyloxy-4-tosyloxy-L-proline, methyl ester

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

Following the procedure of Example 19(b), the methyl ester product from part (b) is treated with 12.4 g. of tosyl chloride in 45 ml. of pyridine to give 13.2 g. of cream-colored product; m.p. 114°-117° (s. 105°). 13 g. of this material are recrystallized from 70 ml. of ethanol to 8.4 g. of colorless cis-N-carbobenzyloxy-4-tosyloxy-L-proline, methyl ester; m.p. 133°-135°; [α]D25 -26° (c=1%, chloroform).

後処理

  1. customm.p. 114°-117° (s. 105°)
  2. customof this material are recrystallized from 70 ml

出典と根拠

ORDレコード
ord-291d7a927ed04c2781925f8e6d809f78
出典データセット
uspto-grants-1980_12
特許番号
US04241076

関連ノート

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