홈MCP워크벤치Skills
홈워크벤치알림마이페이지
llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
  1. 홈
  2. /반응

Borane;pyridine → 4-[3-((-)-4-Hydroxy-6-aza-spiro[2.5]oct-6-yl)-propyl]-5-oxo-[1,4]diazepane-1-carboxylic acid tert-butyl ester

HRID 1867395
노트
인쇄 미리보기

반응식

HRID 1867395 반응식
[C:1]([O:5][C:6]([N:8]1[CH2:14][CH2:13][C:12](=[O:15])[N:11]([CH2:16][CH2:17][CH:18]=O)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].Cl.[CH2:21]1[C:23]2([CH2:28][CH2:27][NH:26][CH2:25][CH:24]2[OH:29])[CH2:22]1.B.N1C=CC=CC=1>ClCCCl.CCO.CC(O)=O>[C:1]([O:5][C:6]([N:8]1[CH2:14][CH2:13][C:12](=[O:15])[N:11]([CH2:16][CH2:17][CH2:18][N:26]2[CH2:27][CH2:28][C:23]3([CH2:21][CH2:22]3)[CH:24]([OH:29])[CH2:25]2)[CH2:10][CH2:9]1)=[O:7])([CH3:2])([CH3:3])[CH3:4]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 2723995Borane;pyridineHCID 667835826-Azaspiro[2.5]octan-4-OL hydrochloride2회HCID 866158685-Oxo-4-(3-oxo-propyl)-[1,4]diazepane-1-carboxylic acid tert-butyl ester2회

생성물 1

HCID 684402844-[3-((-)-4-Hydroxy-6-aza-spiro[2.5]oct-6-yl)-propyl]-5-oxo-[1,4]diazepane-1-carboxylic acid tert-butyl ester수율 93.6%

시약·촉매·용매 2

HCID 176
Acetic Acid
용매
HCID 229016121,2-Dichloroethane ethanol용매

실험 절차

5-Oxo-4-(3-oxo-propyl)-[1,4]diazepane-1-carboxylic acid tert-butyl ester (intermediate 61) (0.19 g, 0.7 mmol) was reacted with (−)-6-Aza-spiro[2.5]octan-4-ol hydrochloride (intermediate 83) (0.12 g, 0.7 mmol) in DCE:EtOH (1:1, 6 ml), AcOH (0.18 ml) and pyridine-borane complex (0.18 ml, 8M in pyridine, 1.4 mmol) for 20 minutes. The reaction was then concentrated, redissolved in CH2Cl2 and washed with sat. NaHCO3, dried (Na2SO4) and concentrated. The residue was purified by flash column chromatography (CH2Cl2:MeOH 8:2) to afford the title product (0.25 g, 91%) as a gum. MS: 382.4 (MH+).

후처리

  1. concentrationThe reaction was then concentrated
  2. dissolutionredissolved in CH2Cl2
  3. washwashed with sat. NaHCO3
  4. dry with materialdried (Na2SO4)
  5. concentrationconcentrated
  6. customThe residue was purified by flash column chromatography (CH2Cl2:MeOH 8:2)

출처 및 근거

ORD 기록
ord-fab9f11bec2245bc84c52135b74d683b
출처 데이터셋
uspto-grants-2009_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07632829B2

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트