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Sodium borohydride → HCID 66918731, 화합물

HRID 1367461
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HRID 1367461 반응식
[CH2:1]([O:3][C:4]([C@@H:6]1[CH2:10][C:9](=[O:11])[CH2:8][C@H:7]1[C:12](=[O:19])[NH:13][C:14]1([C:17]#[N:18])[CH2:16][CH2:15]1)=[O:5])[CH3:2].[BH4-].[Na+]>C1COCC1>[CH2:1]([O:3][C:4]([C@@H:6]1[CH2:10][CH:9]([OH:11])[CH2:8][C@H:7]1[C:12](=[O:19])[NH:13][C:14]1([C:17]#[N:18])[CH2:16][CH2:15]1)=[O:5])[CH3:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 66918396HCID 66918396, 화합물

생성물 1

HCID 66918731HCID 66918731, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of (1R,2R)-2-(1-cyano-cyclopropylcarbamoyl)-4-oxo-cyclopentanecarboxylic acid ethyl ester (0.38 mmol) in THF (2.0 ml) was added at −15° C. sodium borohydride (0.38 mmol) and stirring was continued for 4 h. The mixture was partitioned between 1N aqueous HCl and ethyl acetate, the organic layer was dried, evaporated and the residue chromatographed on silica using ethyl acetate to give (1R,2R)-2-(1-cyano-cyclopropylcarbamoyl)-4-hydroxy-cyclopentanecarboxylic acid ethyl ester as a 2:1 mixture of epimers as a colorless solid. MS: 267.0 (M+H)+.

후처리

  1. customThe mixture was partitioned between 1N aqueous HCl and ethyl acetate
  2. customthe organic layer was dried
  3. customevaporated
  4. customthe residue chromatographed on silica

출처 및 근거

ORD 기록
ord-e54ae8711ab24ffabb0319038fdc0411
출처 데이터셋
uspto-grants-2011_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07893099B2

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