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

HRID 488681

反応式

HRID 488681 の反応式
[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]

参加物

6

反応物 4

HCID 11776TriphenylphosphineHCID 545141tert-Butyl N-(4-hydroxybutyl)carbamateHCID 5462977Diethyl azodicarboxylateHCID 22271918HCID 22271918、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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%).

後処理

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

出典と根拠

ORDレコード
ord-2255b90bb88b40b8aaf957c537c5f008
出典データセット
uspto-grants-2005_12
特許番号
US06972340B2

関連ノート

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