1,2-Dichloroethane → 4-Ethynylbenzoyl-2(S)-phenylsulfonylamino-beta-alanine ethyl ester

HRID 583711

반응식

HRID 583711 반응식
[C:1]([C:3]1[CH:11]=[CH:10][C:6]([C:7]([OH:9])=O)=[CH:5][CH:4]=1)#[CH:2].[C:12]1(C)C=CC(S(O)(=O)=O)=C[CH:13]=1.C([NH:25][CH2:26][C@H:27]([NH:31][S:32]([C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1)(=[O:34])=[O:33])[C:28]([OH:30])=[O:29])C.CN1CCOCC1.C1C=CC2N(O)N=NC=2C=1.C(Cl)CCl>CN(C=O)C>[CH2:12]([O:30][C:28](=[O:29])[C@@H:27]([NH:31][S:32]([C:35]1[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=1)(=[O:33])=[O:34])[CH2:26][NH:25][C:7](=[O:9])[C:6]1[CH:5]=[CH:4][C:3]([C:1]#[CH:2])=[CH:11][CH:10]=1)[CH3:13]

참가 물질

7

반응물 5

HCID 111,2-DichloroethaneHCID 79724-MethylmorpholineHCID 757711-HydroxybenzotriazoleHCID 5897064-Ethynylbenzoic acidHCID 86752459Ethyl 2(S)-phenylsulfonylamino-beta-alanine p-toluenesulfonate

생성물 1

HCID 867524584-Ethynylbenzoyl-2(S)-phenylsulfonylamino-beta-alanine ethyl ester

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

4-Ethynylbenzoic acid (35-1) (3.10 g, 21.2 mmol), 35-2 (8.58 g, 19.3 mmol), NMM (8.49 mL, 7.72 mmol), HOBT (3.39 g, 25.1 mmol), and EDC (4.81 g, 25.1 mmol) were combined in 96 mL DMF and stirred overnight. The reaction was concentrated, residue was diluted with EtOAc and washed with water (2×) and brine, dried (Na2SO4), filtered, and concentrated. Flash chromatography (silica, 45-50% EtOAc/Hexane) gave 35-3 as a white solid.

후처리

  1. concentrationThe reaction was concentrated
  2. additionresidue was diluted with EtOAc
  3. washwashed with water (2×) and brine
  4. dry with materialdried (Na2SO4)
  5. filtrationfiltered
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-268a8eabed7640b0a9ec915cc4429c22
출처 데이터셋
uspto-grants-1999_07
특허 번호
US05929120

연결된 노트

불러오는 중…