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Formic Acid → HCID 58392673, 화합물

HRID 446832
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HRID 446832 반응식
Cl.[F:2][C@@:3]12[C@:16]3([CH3:17])[C:11](=[CH:12][C:13](=[O:18])[CH:14]=[CH:15]3)[C@@H:10]([F:19])[CH2:9][C@H:8]1[C@@H:7]1[CH2:20][C@@H:21]3[C@:25]([C:26](=[O:32])[CH2:27][O:28][C:29](=[O:31])[CH3:30])([C@@:6]1([CH3:33])[CH2:5][C@@H:4]2[OH:34])[CH2:24][NH:23][CH2:22]3.[CH3:35][C:36]([CH3:41])([CH3:40])[CH2:37][CH:38]=O.C(O)=O>C(#N)C>[CH3:35][C:36]([CH3:41])([CH3:40])[CH2:37][CH2:38][N:23]1[CH2:24][C@:25]2([C:26](=[O:32])[CH2:27][O:28][C:29](=[O:31])[CH3:30])[C@@H:21]([CH2:20][C@H:7]3[C@H:8]4[C@@:3]([F:2])([C@:16]5([CH3:17])[C:11]([C@@H:10]([F:19])[CH2:9]4)=[CH:12][C:13](=[O:18])[CH:14]=[CH:15]5)[C@@H:4]([OH:34])[CH2:5][C@@:6]32[CH3:33])[CH2:22]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 284Formic AcidHCID 763353,3-DimethylbutanalHCID 67353702Acetic acid 2-((4aS,4bR,5S,6aS,6bS,9aR,10aS,10bS,12S)-4b,12-difluoro-5-hydroxy-4a,6a-dimethyl-2-oxo-2,4b,5,6,6a,7,8,9,9a,10,10a,10b,11,12-tetradecahydro-4-aH-8-aza-pentaleno[2,1-a]phenanthren-6b-yl)-2-oxo-ethyl ester hydrochloride

생성물 1

HCID 58392673HCID 58392673, 화합물수율 73.1%

시약·촉매·용매 1

HCID 6342
Acetonitrile
용매

실험 절차

A solution of compound 20 (900 mg, 1.800 mmol), 3,3-dimethylbutyraldehyde (904 μl, 7.20 mmol), formic acid (552 μl, 14.40 mmol) and TEA (251 μl, 1.800 mmol) in acetonitrile (45 ml) is irradiated with microwaves (140° C., 15 minutes). The reaction is partitioned between AcOEt and NaHCO3 solution. The organic layers are then washed with brine, dried over Na2SO4 and filtered. The solvent is evaporated to give a oil which is purified by silica gel chromatography (from DCM:MeOH 100:0 to 98.5:1.5) to give the title compound (721 mg, 1.316 mmol, 73.1% yield).

후처리

  1. customThe reaction is partitioned between AcOEt and NaHCO3 solution
  2. washThe organic layers are then washed with brine
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered
  5. customThe solvent is evaporated
  6. customto give a oil which
  7. customis purified by silica gel chromatography (from DCM:MeOH 100:0 to 98.5:1.5)

출처 및 근거

ORD 기록
ord-d9b4b1f101b0416aa68b772880494043
출처 데이터셋
uspto-grants-2013_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08481517B2

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