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Triethylamine → methyl 2-acetylamino-6-(2,2-dimethylpropionylamino)-3-[cis-(2RS,3RS)-2-(methanesulfonyl-oxymethyl)tetrahydrofuran-3-yl]benzoate

HRID 927922
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HRID 927922 반응식
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[C:6]([NH:9][C:10]1[C:19]([C@H:20]2[CH2:24][CH2:23][O:22][C@H:21]2[CH2:25][OH:26])=[CH:18][CH:17]=[C:16]([NH:27][C:28](=[O:33])[C:29]([CH3:32])([CH3:31])[CH3:30])[C:11]=1[C:12]([O:14][CH3:15])=[O:13])(=[O:8])[CH3:7].C(N(CC)CC)C>C(Cl)Cl>[C:6]([NH:9][C:10]1[C:19]([C@H:20]2[CH2:24][CH2:23][O:22][C@H:21]2[CH2:25][O:26][S:2]([CH3:1])(=[O:4])=[O:3])=[CH:18][CH:17]=[C:16]([NH:27][C:28](=[O:33])[C:29]([CH3:32])([CH3:31])[CH3:30])[C:11]=1[C:12]([O:14][CH3:15])=[O:13])(=[O:8])[CH3:7]
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참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 70983847methyl 2-acetylamino-6-(2,2-dimethylpropionylamino)-3-[cis-(2RS,3RS)-2-(hydroxymethyl)tetrahydrofuran-3-yl]benzoate2회

생성물 1

HCID 86713287methyl 2-acetylamino-6-(2,2-dimethylpropionylamino)-3-[cis-(2RS,3RS)-2-(methanesulfonyl-oxymethyl)tetrahydrofuran-3-yl]benzoate

시약·촉매·용매 1

HCID 6344
Dichloromethane
용매

실험 절차

Methanesulfonyl chloride (0.042 mL) was added to a mixture of methyl 2-acetylamino-6-(2,2-dimethylpropionylamino)-3-[cis-(2RS,3RS)-2-(hydroxymethyl)-tetrahydrofuran-3-yl]benzoate (Intermediate 32, 0.14 g) and triethylamine (0.15 mL) in DCM (5 mL) and the resultant mixture was stirred at room temperature for 30 minutes. The mixture was washed with 1M hydrochloric acid, dried (MgSO4) and filtered. The filtrate was evaporated to dryness to give methyl 2-acetylamino-6-(2,2-dimethylpropionylamino)-3-[cis-(2RS,3RS)-2-(methanesulfonyloxymethyl)-tetrahydrofuran-3-yl]benzoate (0.166 g) as a gum.

후처리

  1. washThe mixture was washed with 1M hydrochloric acid
  2. dry with materialdried (MgSO4)
  3. filtrationfiltered
  4. customThe filtrate was evaporated to dryness

출처 및 근거

ORD 기록
ord-f93da9938f7e4a05bef390f52c3205b5
출처 데이터셋
uspto-grants-2016_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09290472B2

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