Tris(hydroxymethyl)aminomethane → HCID 11221703, 화합물

HRID 1455607노트

반응식

HRID 1455607 반응식
N=C=N.[F:4][C:5]([F:24])([CH2:21][CH2:22][CH3:23])[CH2:6][CH:7]([NH:11][C:12]([N:14]1[CH2:20][CH2:19][CH2:18][O:17][CH2:16][CH2:15]1)=[O:13])[C:8]([OH:10])=O.C1C=C[C:28]2[N:33](O)N=[N:31][C:29]=2C=1.Cl.NCC#N.C(O)C(N)(CO)CO>C(Cl)Cl.C(N(CC)CC)C>[C:29]([CH2:28][NH:33][C:8]([C@@H:7]([NH:11][C:12]([N:14]1[CH2:20][CH2:19][CH2:18][O:17][CH2:16][CH2:15]1)=[O:13])[CH2:6][C:5]([F:4])([F:24])[CH2:21][CH2:22][CH3:23])=[O:10])#[N:31]

참가 물질

8

반응물 5

HCID 6503Tris(hydroxymethyl)aminomethaneHCID 757711-HydroxybenzotriazoleHCID 160435CarbodiimideHCID 11491918Aminoacetonitrile hydrochlorideHCID 68821240HCID 68821240, 화합물

생성물 1

HCID 11221703HCID 11221703, 화합물

시약·촉매·용매 2

HCID 6344Dichloromethane용매2회HCID 8471Triethylamine용매

실험 절차

A suspension of Polystyrene bound carbodiimide (570 mg, 0.73 mmol) and 4,4-Difluoro-2-[([1,4]oxazepane-4-carbonyl)-amino]-heptanoic acid (135 mg) in DCM (10 mL) stirred for 10 min. HOBT (60 mg) added, stirred for 10 min. A suspension of amino acetonitrile hydrochloride (34 mg) and triethyl amine (52 μL) in DCM (5 mL) added and stirred overnight at room temperature. PS-Trisamine (493 mg) added and stirred at room temperature for 2 h 30 min. After filtration, filtrate diluted with DCM, washed with water, evaporated under reduced pressure and purified by column chromatography eluting with ethyl acetate heptane mixture to give Perhydro-1,4-oxazepine-4-carboxylic acid [(S)-1-(cyanomethyl-carbamoyl)-3,3-difluoro-hexyl]-amide as a solid.

후처리

  1. stirringstirred for 10 min
  2. additionadded
  3. stirringstirred overnight at room temperature
  4. stirringstirred at room temperature for 2 h 30 min
  5. filtrationAfter filtration, filtrate
  6. additiondiluted with DCM
  7. washwashed with water
  8. customevaporated under reduced pressure
  9. custompurified by column chromatography
  10. washeluting with ethyl acetate heptane mixture

출처 및 근거

ORD 기록
ord-1eca230f9d1b40c7b1d805574a0d1d06
출처 데이터셋
uspto-grants-2009_01
특허 번호
US07482448B2

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