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Dimethyl Sulfoxide → HCID 57637086, 화합물

HRID 2110930
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HRID 2110930 반응식
C(Cl)(=O)C(Cl)=O.CS(C)=O.[OH:11][CH:12]([CH:30]([CH3:32])[CH3:31])[CH2:13][NH:14][C:15]([CH2:17][CH2:18][NH:19][C:20](=[O:29])[O:21][CH2:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)=[O:16].C(N(CC)CC)C>ClCCl>[CH2:22]([O:21][C:20](=[O:29])[NH:19][CH2:18][CH2:17][C:15](=[O:16])[NH:14][CH2:13][C:12](=[O:11])[CH:30]([CH3:32])[CH3:31])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1
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6

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HCID 679Dimethyl SulfoxideHCID 8471TriethylamineHCID 65578Oxalyl chlorideHCID 57637044HCID 57637044, 화합물

생성물 1

HCID 57637086HCID 57637086, 화합물

시약·촉매·용매 1

HCID 6344Dichloromethane용매3회

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온도
-70 °C

실험 절차

10.81 ml (126.08 mmol) oxalyl chloride are placed in 300 ml dichloromethane, cooled to −70° C. 11.94 ml (168.11 mmol) dimethylsulphoxide are slowly added dropwise. The mixture is stirred for 0.1 hours, then 32.40 g (105.07 mmol) benzyl [2-(2-hydroxy-3-methyl-butylcarbamoyl)-ethyl]-carbamate in 70 ml dichloromethane are added. The mixture is stirred for 1 hour, then 62.48 ml (450.72 mmol) triethylamine are added dropwise. The reaction mixture is stirred for 1.5 hours at −70° C., then slowly allowed to come up to ambient temperature. It is diluted with dichloromethane and washed with 1 molar hydrochloric acid, saturated sodium carbonate solution, water and saturated sodium chloride solution. The organic phase is dried and evaporated to dryness.

후처리

  1. stirringThe mixture is stirred for 1 hour
  2. stirringThe reaction mixture is stirred for 1.5 hours at −70° C.
  3. customto come up to ambient temperature
  4. washwashed with 1 molar hydrochloric acid, saturated sodium carbonate solution, water and saturated sodium chloride solution
  5. customThe organic phase is dried
  6. customevaporated to dryness

출처 및 근거

ORD 기록
ord-4527d8fae3064070b42e4abbfbe36306
출처 데이터셋
uspto-grants-2009_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07517995B2

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