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Benzene → [4-Azidomethyl-2-phenylbenzoyl]methionine methyl ester

HRID 325220
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HRID 325220 반응식
C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OCC)=O)=NC(OCC)=O.[NH:32]=[N+:33]=[N-:34].C1C=CC=CC=1.[CH3:41][O:42][C:43](=[O:66])[C@H:44]([CH2:62][CH2:63][S:64][CH3:65])[NH:45][C:46](=[O:61])[C:47]1[CH:52]=[CH:51][C:50]([CH2:53]O)=[CH:49][C:48]=1[C:55]1[CH:60]=[CH:59][CH:58]=[CH:57][CH:56]=1>O1CCCC1>[CH3:41][O:42][C:43](=[O:66])[C@H:44]([CH2:62][CH2:63][S:64][CH3:65])[NH:45][C:46](=[O:61])[C:47]1[CH:52]=[CH:51][C:50]([CH2:53][N:32]=[N+:33]=[N-:34])=[CH:49][C:48]=1[C:55]1[CH:60]=[CH:59][CH:58]=[CH:57][CH:56]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 5

HCID 241BenzeneHCID 11776TriphenylphosphineHCID 24530Hydrazoic acidHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 20622833[4-Hydroxymethyl-2-phenylbenzoyl]methionine methyl ester

생성물 1

HCID 20622822[4-Azidomethyl-2-phenylbenzoyl]methionine methyl ester

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

To triphenylphosphine (1.0 equivalent) in tetrahydrofuran (THF) at −78° C. is added diethyl azodicarboxylate (1.0 equivalent) in THF. To this mixture is added a solution of hydrazoic acid in benzene (2.0 equivalents) and then the resultant compound from Example 16D (1.0 equivalent). After one hour the mixture was warmed to room temperature, stirred until the reaction is judged complete by TLC analysis, evaporated and chromatographed on silica gel to afford the title product.

후처리

  1. customevaporated
  2. customchromatographed on silica gel

출처 및 근거

ORD 기록
ord-8969d3e9535d42e7aba4f1c6ec9df930
출처 데이터셋
uspto-grants-2001_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06221865B1

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