Methyl N-(triethylammoniosulfonyl)carbamate → (S)-4'-(2-(4-(tert-Butoxycarbonylamino)tetrahydro-2H-pyran-4-carboxamido)-2-cyanoethyl)biphenyl-4-yl methanesulfonate

HRID 216919노트

반응식

HRID 216919 반응식
[CH3:1][S:2]([O:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]2[CH:17]=[CH:16][C:15]([CH2:18][C@H:19]([NH:23][C:24]([C:26]3([NH:32][C:33]([O:35][C:36]([CH3:39])([CH3:38])[CH3:37])=[O:34])[CH2:31][CH2:30][O:29][CH2:28][CH2:27]3)=[O:25])[C:20]([NH2:22])=O)=[CH:14][CH:13]=2)=[CH:8][CH:7]=1)(=[O:4])=[O:3].CC[N+](S(N=C(OC)[O-])(=O)=O)(CC)CC>ClCCl>[CH3:1][S:2]([O:5][C:6]1[CH:7]=[CH:8][C:9]([C:12]2[CH:13]=[CH:14][C:15]([CH2:18][C@H:19]([NH:23][C:24]([C:26]3([NH:32][C:33]([O:35][C:36]([CH3:39])([CH3:38])[CH3:37])=[O:34])[CH2:31][CH2:30][O:29][CH2:28][CH2:27]3)=[O:25])[C:20]#[N:22])=[CH:16][CH:17]=2)=[CH:10][CH:11]=1)(=[O:3])=[O:4]

참가 물질

4

반응물 2

HCID 2724994Methyl N-(triethylammoniosulfonyl)carbamateHCID 59568621(S)-4'-(3-Amino-2-(4-(tert-butoxycarbonylamino)tetrahydro-2H-pyran-4-carboxamido)-3-oxopropyl)biphenyl-4-yl methanesulfonate

생성물 1

HCID 59568586(S)-4'-(2-(4-(tert-Butoxycarbonylamino)tetrahydro-2H-pyran-4-carboxamido)-2-cyanoethyl)biphenyl-4-yl methanesulfonate수율 117.9%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

(S)-4′-(3-Amino-2-(4-(tert-butoxycarbonylamino)tetrahydro-2H-pyran-4-carboxamido)-3-oxopropyl)biphenyl-4-yl methanesulfonate (Example 6, step (i), 234 mg) in dichloromethane (8 mL) was treated with Burgess' reagent (199 mg) and the mixture was stirred at room temperature for 18 h. It was partially evaporated and then purified by chromatography on silica using diethyl ether and then 1:1 ethyl acetate/isohexane as eluent to a afford the sub-titled compound as a white solid (267 mg).

후처리

  1. customIt was partially evaporated
  2. custompurified by chromatography on silica

출처 및 근거

ORD 기록
ord-d41edf7901e84abf88064f54e6492c69
출처 데이터셋
uspto-grants-2012_06
특허 번호
US08193239B2

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