4-Tert-butyl 3-methyl 1,1-dioxo-1lambda6-thiomorpholine-3,4-dicarboxylate → 3-Thiomorpholinecarboxylic acid, methyl ester, 1,1-dioxide

HRID 2074832노트

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HRID 2074832 반응식
[N:1]1(C(OC(C)(C)C)=O)[CH2:6][CH2:5][S:4](=[O:8])(=[O:7])[CH2:3][CH:2]1[C:9]([O:11][CH3:12])=[O:10]>C(Cl)Cl.FC(F)(F)C(O)=O>[NH:1]1[CH2:6][CH2:5][S:4](=[O:7])(=[O:8])[CH2:3][CH:2]1[C:9]([O:11][CH3:12])=[O:10]

참가 물질

4

반응물 1

HCID 592159004-Tert-butyl 3-methyl 1,1-dioxo-1lambda6-thiomorpholine-3,4-dicarboxylate

생성물 1

HCID 592157783-Thiomorpholinecarboxylic acid, methyl ester, 1,1-dioxide수율 94.7%

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 6422Trifluoroacetic acid용매

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온도
0 °C

실험 절차

To a solution of 4-(1,1-dimethylethyl) 3-methyl 3,4-thiomorpholinedicarboxylate 1,1-dioxide (D15; 1.73 g, 5.9 mmol) in 17 ml of anhydrous methylene chloride, trifluoroacetic acid (4.2 ml) was added dropwise while stirring at 0° C. under nitrogen atmosphere. The solution was stirred for 3 h, while allowing it to reach room temperature. The solvent was removed under reduced pressure and the residue was loaded on a SCX cartridge, washed with methanol and eluted with 0.5M methanolic ammonia. The basic fractions were collected and the solvent removed leaving 1.08 g of the target product.

후처리

  1. stirringThe solution was stirred for 3 h
  2. customto reach room temperature
  3. customThe solvent was removed under reduced pressure
  4. washwashed with methanol
  5. washeluted with 0.5M methanolic ammonia
  6. customThe basic fractions were collected
  7. customthe solvent removed

출처 및 근거

ORD 기록
ord-4337908a9a4042c891a05d6b62f67e29
출처 데이터셋
uspto-grants-2011_04
특허 번호
US07919491B2

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