Stannous chloride dihydrate → 2-[(2-Aminobenzyl)-(4-methoxybenzenesulfonyl)amino]-3-hydroxypropionic acid, tert-butyl ester

HRID 1264575노트

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HRID 1264575 반응식
[OH:1][CH2:2][CH:3]([N:11]([S:22]([C:25]1[CH:30]=[CH:29][C:28]([O:31][CH3:32])=[CH:27][CH:26]=1)(=[O:24])=[O:23])[CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[N+:19]([O-])=O)[C:4]([O:6][C:7]([CH3:10])([CH3:9])[CH3:8])=[O:5].O.O.Cl[Sn]Cl>CO>[NH2:19][C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=1[CH2:12][N:11]([S:22]([C:25]1[CH:26]=[CH:27][C:28]([O:31][CH3:32])=[CH:29][CH:30]=1)(=[O:24])=[O:23])[CH:3]([CH2:2][OH:1])[C:4]([O:6][C:7]([CH3:9])([CH3:8])[CH3:10])=[O:5]

참가 물질

4

반응물 2

HCID 61436Stannous chloride dihydrateHCID 86755435HCID 86755435, 화합물

생성물 1

HCID 867554362-[(2-Aminobenzyl)-(4-methoxybenzenesulfonyl)amino]-3-hydroxypropionic acid, tert-butyl ester수율 53.7%

시약·촉매·용매 1

HCID 887Methanol용매

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온도
90 °C

실험 절차

A mixture of 0.60 g (1.28 mmol) of 3-hydroxy-2-[(4-methoxybenzenesulfonyl)-(2-nitrobenzyl)amino]propionic acid, tert-butyl ester and 1.45 g (6.45 mmol) of SnCl2.2H2O in 20 ml of methanol was heated in an oil bath at 90° C. for 2 hours. The solvent was removed under vacuum and ethyl acetate added to the residue. The mixture was neutralized with saturated sodium bicarbonate solution and filtered through diatomaceous earth. The ethyl acetate layer was separated and washed with H2O, brine and dried with Na2SO4. The solvent was removed under vacuum to give 0.30 g (53%) of a gum. Anal. for C21H28N2O6S: Calc'd: C, 57.8; H, 6.5; N, 6.4; Found: C, 57.8; H, 7.0; N, 6.2.

후처리

  1. customThe solvent was removed under vacuum and ethyl acetate
  2. additionadded to the residue
  3. filtrationfiltered through diatomaceous earth
  4. customThe ethyl acetate layer was separated
  5. washwashed with H2O, brine
  6. dry with materialdried with Na2SO4
  7. customThe solvent was removed under vacuum

출처 및 근거

ORD 기록
ord-fce14ac73dd24197b5837052c6e6f027
출처 데이터셋
uspto-grants-2003_04
특허 번호
US06544984B1

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