(S,S,S)-7-[2-[(1-ethoxycarbonyl-3-phenylpropyl)amino]-1-oxopropyl]-1,4-dithia-7-azaspiro[4.4]nonane-8-carboxylic acid, diphenylmethyl ester → Spirapril

HRID 1463036노트

반응식

HRID 1463036 반응식
[CH2:1]([O:3][C:4]([C@@H:6]([NH:15][C@@H:16]([CH3:44])[C:17]([N:19]1[C@H:27]([C:28]([O:30]C(C2C=CC=CC=2)C2C=CC=CC=2)=[O:29])[CH2:26][C:21]2([S:25][CH2:24][CH2:23][S:22]2)[CH2:20]1)=[O:18])[CH2:7][CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)=[O:5])[CH3:2]>FC(F)(F)C(O)=O.C1(OC)C=CC=CC=1>[CH2:1]([O:3][C:4]([C@@H:6]([NH:15][C@@H:16]([CH3:44])[C:17]([N:19]1[C@H:27]([C:28]([OH:30])=[O:29])[CH2:26][C:21]2([S:22][CH2:23][CH2:24][S:25]2)[CH2:20]1)=[O:18])[CH2:7][CH2:8][C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1)=[O:5])[CH3:2]

참가 물질

4

반응물 1

HCID 86739578(S,S,S)-7-[2-[(1-ethoxycarbonyl-3-phenylpropyl)amino]-1-oxopropyl]-1,4-dithia-7-azaspiro[4.4]nonane-8-carboxylic acid, diphenylmethyl ester

생성물 1

HCID 5311447Spirapril

시약·촉매·용매 2

HCID 6422Trifluoroacetic acid용매HCID 7519Anisole용매

실험 절차

A solution of (S,S,S)-7-[2-[(1-ethoxycarbonyl-3-phenylpropyl)amino]-1-oxopropyl]-1,4-dithia-7-azaspiro[4.4]nonane-8-carboxylic acid, diphenylmethyl ester (800 mg.) in a mixture of trifluoroacetic acid (15 ml.) and anisole (3 ml.) is stirred at 0° for 30 minutes. The solvent is removed at reduced pressure and the residue applied to an AG 50W-X2(H+) column. After washing with water, the column is eluted with aqueous pyridine. The fractions containing the product are combined and lyophilized to yield (S,S,S)-7-[2-[(1-ethoxycarbonyl-3-phenylpropyl)amino]-1-oxopropyl]-1,4-dithia-7-azaspiro[4.4]nonane-8-carboxylic acid.

후처리

  1. customThe solvent is removed at reduced pressure
  2. washAfter washing with water
  3. washthe column is eluted with aqueous pyridine
  4. additionThe fractions containing the product

출처 및 근거

ORD 기록
ord-bed9253f9b5b40d3a4f3d2d5bd406be6
출처 데이터셋
uspto-grants-1984_07
특허 번호
US04462943

반응 노트

불러오는 중…