Acetic Acid → (17beta)-17-(3-(4-(Hexyloxy)phenyl)-1-oxopropoxy)estr-4-en-3-one

HRID 2051642

반응식

HRID 2051642 반응식
[OH:1][C@H:2]1[CH2:7][CH2:6][C@H:5]2[C@H:8]3[C@H:17]([CH2:18][CH2:19][C@:3]12[CH3:4])[C@@H:16]1[C:11](=[CH:12][C:13](=[O:20])[CH2:14][CH2:15]1)[CH2:10][CH2:9]3.[CH2:21]([O:27][C:28]1[CH:33]=[CH:32][C:31]([CH2:34][CH2:35][C:36](O)=[O:37])=[CH:30][CH:29]=1)[CH2:22][CH2:23][CH2:24][CH2:25][CH3:26].C1CCC(N=C=NC2CCCCC2)CC1.C(O)(=O)C>N1C=CC=CC=1>[CH2:21]([O:27][C:28]1[CH:29]=[CH:30][C:31]([CH2:34][CH2:35][C:36]([O:1][C@H:2]2[CH2:7][CH2:6][C@H:5]3[C@H:8]4[C@H:17]([CH2:18][CH2:19][C@:3]23[CH3:4])[C@@H:16]2[C:11](=[CH:12][C:13](=[O:20])[CH2:14][CH2:15]2)[CH2:10][CH2:9]4)=[O:37])=[CH:32][CH:33]=1)[CH2:22][CH2:23][CH2:24][CH2:25][CH3:26]

참가 물질

6

반응물 4

HCID 176Acetic AcidHCID 9904NandroloneHCID 10868DicyclohexylcarbodiimideHCID 912873-[4-(Hexyloxy)phenyl]propanoic acid

생성물 1

HCID 92341(17beta)-17-(3-(4-(Hexyloxy)phenyl)-1-oxopropoxy)estr-4-en-3-one수율 87%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

To a solution of 17β-hydroxyestr-4-en-3-one (5.48 g) and 3-(4-hexyloxyphenyl)propionic acid (5.75 g) in dry pyridine (60 ml) pTSA (0.200 g) and DCC (5.77 g) are added. After 72 h stirring at room temperature acetic acid (2 ml) is added, and the reaction mixture is kept overnight at +4° C. The same work-up procedure as in Example 1 gives 17β-[3-(4-hexyloxyphenyl)-propanoyloxy]estr-4-en-3-one (m. p. 52°-53° C.) in a 87% yield after recrystallization from methanol/water.

후처리

  1. additionis added

출처 및 근거

ORD 기록
ord-f3b0fc093dc74a3092f938dc6690a6f0
출처 데이터셋
uspto-grants-1980_01
특허 번호
US04181669

연결된 노트

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