Water → 9-Fluorenylmethyl carbamate

HRID 1261576노트

반응식

HRID 1261576 반응식
[C:1]1(O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.CC(O[C@H]1[C@@H:16]([CH2:17][C:18]2[CH:19]=[CH:20][C:21](OC)=[CH:22][CH:23]=2)NC[C@@H]1O)=O.C1C2C(CC3C[C:45](=[O:47])[NH:44]C3=O)C3C(=CC=CC=3)C=2C=CC=1.[OH2:48]>C(#N)C>[C:45](=[O:47])([O:48][CH2:16][CH:17]1[C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=2[C:6]2[C:1]1=[CH:2][CH:3]=[CH:4][CH:5]=2)[NH2:44]

참가 물질

6

반응물 4

HCID 962WaterHCID 996PhenolHCID 253602AnisomycinHCID 223234189-Fluorenylmethyl succinimide

생성물 1

HCID 7363019-Fluorenylmethyl carbamate

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

Phenol 21 in FIG. 40 was synthesized as follows. Anisomycin 19 (0.5 g 1.88 mmol) was suspended in 15 mL of acetonitrile. 9-Fluorenylmethyl succinimide (0.762 g 2.26 mmol) was added to the suspension. Upon addition, all solid dissolved. After stirring for 16 hours at room temperature, water was added to the reaction solution, and it was extracted with ethyl acetate. The organics were combined and dried over sodium sulfate. After filtration and concentration, purification was accomplished by column chromatography using 3:1 hexanes:ethyl acetate as the mobile phase. This gave 9-fluorenylmethyl carbamate 20 as foam in quantitative yields (0.916 g).

후처리

  1. additionUpon addition
  2. dissolutionall solid dissolved
  3. extractionwas extracted with ethyl acetate
  4. dry with materialdried over sodium sulfate
  5. filtrationAfter filtration and concentration, purification

출처 및 근거

ORD 기록
ord-201322ecdd9d40a7bbb350d182b4424e
출처 데이터셋
uspto-grants-2013_06
특허 번호
US08470990B2

반응 노트

불러오는 중…