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Pyridine → HCID 117717655, 화합물

HRID 592054
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HRID 592054 반응식
[C:1]([O:5][C:6]([NH:8][C@@H:9]1[C@@H:14]2[O:15][C@@H:11]([CH2:12][CH2:13]2)[C@@H:10]1[C:16]([OH:18])=O)=[O:7])([CH3:4])([CH3:3])[CH3:2].[N:19]1C=CC=CC=1.O(C(OC(C)(C)C)=O)C(OC(C)(C)C)=O>O1CCOCC1>[C:16]([C@H:10]1[C@H:11]2[O:15][C@H:14]([CH2:13][CH2:12]2)[C@H:9]1[NH:8][C:6](=[O:7])[O:5][C:1]([CH3:4])([CH3:3])[CH3:2])(=[O:18])[NH2:19]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 1049PyridineHCID 90495Di-tert-butyl dicarbonateHCID 89738579HCID 89738579, 화합물

생성물 1

HCID 117717655HCID 117717655, 화합물수율 95%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

(1S,2R,3S,4R)-3-(tert-butoxycarbonylamino)-7-oxabicyclo[2.2.1]heptane-2-carboxylic acid (13) (44 mg, 0.17 mmol) was taken in dioxane when pyridine (1.7 eq) was added followed by addition of BOC2O. The reaction mixture was stirred at rt for 40 min when NH4CO3 (38 mg, 0.49 mmol) was added and the reaction mixture was stirred at rt for 15 h when TLC confirmed formation of product. The reaction mixture was concentrated and purified by column chromatography using silica gel (100-200 mesh) to afford the desired product (43 mg, 95%) as a yellow oil.

후처리

  1. additionwas added
  2. additionwas added
  3. concentrationThe reaction mixture was concentrated
  4. custompurified by column chromatography

출처 및 근거

ORD 기록
ord-63476d7664c644079bf401444660bb95
출처 데이터셋
uspto-grants-2016_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09238656B2

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