Triphenylphosphine → Methyl 3-{4-[(tert-butoxycarbonyl)amino]butoxy}-1-(methoxymethoxy)-2-naphthoate

HRID 488681

반응식

HRID 488681 반응식
[OH:1][C:2]1[C:3]([C:16]([O:18][CH3:19])=[O:17])=[C:4]([O:12][CH2:13][O:14][CH3:15])[C:5]2[C:10]([CH:11]=1)=[CH:9][CH:8]=[CH:7][CH:6]=2.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[C:39]([O:43][C:44]([NH:46][CH2:47][CH2:48][CH2:49][CH2:50]O)=[O:45])([CH3:42])([CH3:41])[CH3:40].CCOC(/N=N/C(OCC)=O)=O>C1COCC1>[C:39]([O:43][C:44]([NH:46][CH2:47][CH2:48][CH2:49][CH2:50][O:1][C:2]1[C:3]([C:16]([O:18][CH3:19])=[O:17])=[C:4]([O:12][CH2:13][O:14][CH3:15])[C:5]2[C:10]([CH:11]=1)=[CH:9][CH:8]=[CH:7][CH:6]=2)=[O:45])([CH3:42])([CH3:41])[CH3:40]

참가 물질

6

반응물 4

HCID 11776TriphenylphosphineHCID 545141tert-Butyl N-(4-hydroxybutyl)carbamateHCID 5462977Diethyl azodicarboxylateHCID 22271918HCID 22271918, 화합물

생성물 1

HCID 22271972Methyl 3-{4-[(tert-butoxycarbonyl)amino]butoxy}-1-(methoxymethoxy)-2-naphthoate수율 41%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a mixture of methyl 3-hydroxy-1-(methoxymethoxy)-2-naphthoate (41 mg, 0.16 mmol), triphenylphosphine (41 mg, 0.16 mmol) and N-(tert-butoxycarbonyl)-4-hydroxy-1-butylamine (33 mg, 0.17 mmol) in THF (0.5 mL) was added diethylazodicarboxylate (30 μL, 0.19 mmol). The mixture was stirred at ambient temperature for 30 minutes, concentrated under reduced pressure and purified on silica gel eluting with 30% ethyl acetate/hexanes to provide the titled compound (28 mg, 41%).

후처리

  1. concentrationconcentrated under reduced pressure
  2. custompurified on silica gel eluting with 30% ethyl acetate/hexanes

출처 및 근거

ORD 기록
ord-2255b90bb88b40b8aaf957c537c5f008
출처 데이터셋
uspto-grants-2005_12
특허 번호
US06972340B2

연결된 노트

불러오는 중…