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

HRID 1733350

반응식

HRID 1733350 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-291d7a927ed04c2781925f8e6d809f78
출처 데이터셋
uspto-grants-1980_12
특허 번호
US04241076

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