P,P-Diphenylphosphinic azide → 3-(1-Azidotridecyl)-2-triethylsilylfuran

HRID 1109910노트

반응식

HRID 1109910 반응식
O[CH:2]([C:15]1[CH:19]=[CH:18][O:17][C:16]=1[Si:20]([CH2:25][CH3:26])([CH2:23][CH3:24])[CH2:21][CH3:22])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14].C1(P([N:41]=[N+:42]=[N-:43])(C2C=CC=CC=2)=O)C=CC=CC=1>>[N:41]([CH:2]([C:15]1[CH:19]=[CH:18][O:17][C:16]=1[Si:20]([CH2:25][CH3:26])([CH2:23][CH3:24])[CH2:21][CH3:22])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14])=[N+:42]=[N-:43]

참가 물질

3

반응물 2

HCID 199401P,P-Diphenylphosphinic azideHCID 190199073-(1-Hydroxytridecyl)-2-triethylsilylfuran

생성물 1

HCID 190198873-(1-Azidotridecyl)-2-triethylsilylfuran

실험 절차

Reacting 3-(I-hydroxytridecyl)-2-triethylsilylfuran with diphenylphosphoryl azide and diethyl azidocarboxylate gives 3-(1-azidotridecyl)-2-triethylsilylfuran. Reducing this intermediate with lithium aluminum hydride, followed by acetylation with acetic anhydide gives 3-(1-acetamido tridecyl)-2-triethylsilylfuran. Singlet oxygen oxidation of this amide, followed by reduction with sodium borohydride gives 3-(1-acetamidotridecyl)-2(5H)-furanone.

출처 및 근거

ORD 기록
ord-2d3afb48e16b4d97951255ce2d27c9a5
출처 데이터셋
uspto-grants-1994_06
특허 번호
US05322953

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