Tetrahydrofuran → 3-(4-amino-2-hydroxy-benzenesulfonylamino)-N-methyl-succinamic acid tert-butyl ester

HRID 1814313노트

반응식

HRID 1814313 반응식
[C:1]([O:5][C:6](=[O:34])[CH2:7][CH:8]([NH:13][S:14]([C:17]1[CH:22]=[CH:21][C:20]([N+:23]([O-])=O)=[CH:19][C:18]=1[O:26]CC1C=CC=CC=1)(=[O:16])=[O:15])[C:9]([NH:11][CH3:12])=[O:10])([CH3:4])([CH3:3])[CH3:2].C1COCC1>[Pd].CO>[C:1]([O:5][C:6](=[O:34])[CH2:7][CH:8]([NH:13][S:14]([C:17]1[CH:22]=[CH:21][C:20]([NH2:23])=[CH:19][C:18]=1[OH:26])(=[O:15])=[O:16])[C:9]([NH:11][CH3:12])=[O:10])([CH3:4])([CH3:2])[CH3:3]

참가 물질

5

반응물 2

HCID 8028TetrahydrofuranHCID 696920283-(2-benzyloxy-4-nitro-benzenesulfonylamino)-N-methyl-succinamic acid tert-butyl ester

생성물 1

HCID 696924193-(4-amino-2-hydroxy-benzenesulfonylamino)-N-methyl-succinamic acid tert-butyl ester수율 109.4%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

A mixture of 1.0 g (1.91 mmol) 3-(2-benzyloxy-4-nitro-benzenesulfonylamino)-N-methyl-succinamic acid tert-butyl ester from Route D, 0.2 g 20% Pd/C, and 75 mL of a 1:1 mixture of THF:MeOH was shaken under 50 psi H2 gas for 4.5 h. TLC analysis showed reaction complete. The reaction was filtered to remove catalyst and the solvent evaporated under reduced pressure to give 3-(4-amino-2-hydroxy-benzenesulfonylamino)-N-methyl-succinamic acid tert-butyl ester 0.78 g (100%) as a light yellow foam. MS (APCI) m/z 402 (M−1).

후처리

  1. customreaction complete
  2. filtrationThe reaction was filtered
  3. customto remove catalyst
  4. customthe solvent evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-2cdee91d461f4ab8a0507b1cf09ce14a
출처 데이터셋
uspto-grants-2005_04
특허 번호
US06875765B2

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