Sulfuric acid magnesium salt (1:1) → Tert-butyl N-(2-{[(4-methoxyphenyl)methyl]amino}ethyl)carbamate

HRID 1010542

反応式

HRID 1010542 の反応式
[CH3:1][O:2][C:3]1[CH:10]=[CH:9][C:6]([CH:7]=O)=[CH:5][CH:4]=1.[NH2:11][CH2:12][CH2:13][NH:14][C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16].C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+].S([O-])([O-])(=O)=O.[Mg+2]>ClCCCl>[C:18]([O:17][C:15]([NH:14][CH2:13][CH2:12][NH:11][CH2:7][C:6]1[CH:9]=[CH:10][C:3]([O:2][CH3:1])=[CH:4][CH:5]=1)=[O:16])([CH3:21])([CH3:20])[CH3:19]

参加物

6

反応物 4

HCID 24083Sulfuric acid magnesium salt (1:1)HCID 312444-MethoxybenzaldehydeHCID 187201N-BOC-ethylenediamineHCID 5049666Sodium triacetoxyborohydride

生成物 1

HCID 112688707Tert-butyl N-(2-{[(4-methoxyphenyl)methyl]amino}ethyl)carbamate収率 11.7%

試薬・触媒・溶媒 1

HCID 111,2-Dichloroethane溶媒

実験手順

This compound was made in a manner analogous to that set forth in Step D of Example 5, using 3.0 grams (0.022 mole) of 4-methoxybenzaldehyde, 3.6 grams (0.022 mole) of N-(2-aminoethyl)(tert-butoxy)carboxamide (known compound), 7.0 grams (0.033 mole) of sodium triacetoxyborohydride and 5.3 grams (0.044 mole) of magnesium sulfate in 30 mL of 1,2-dichloroethane. The reaction product was purified with column chromatography on silica gel. Elution was accomplished using mixtures of 2% to 5% methanol in methylene chloride as eluants. Appropriate fractions were combined and concentrated under reduced pressure, yielding 0.72 gram of the subject compound. The NMR spectrum was consistent with the proposed structure. The reaction was repeated to obtain additional material.

後処理

  1. customThe reaction product was purified with column chromatography on silica gel
  2. washElution
  3. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-2837d5fa729442a4be30e1e0928e643f
出典データセット
uspto-grants-2011_07
特許番号
US07977332B2

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