Lawesson's reagent → tert-butyl [(1R)-2-amino-1-methyl-2-thioxoethyl]carbamate

HRID 607616

反応式

HRID 607616 の反応式
COC1C=CC(P2(=S)SP(C3C=CC(OC)=CC=3)(=S)[S:10]2)=CC=1.[NH2:23][C:24](=O)[C@H:25]([NH:27][C:28](=[O:34])[O:29][C:30]([CH3:33])([CH3:32])[CH3:31])[CH3:26]>COCCOC>[NH2:23][C:24](=[S:10])[C@H:25]([NH:27][C:28](=[O:34])[O:29][C:30]([CH3:33])([CH3:32])[CH3:31])[CH3:26]

参加物

4

反応物 2

HCID 87949Lawesson's reagentHCID 7015296Boc-D-Ala-NH2

生成物 1

HCID 5324342tert-butyl [(1R)-2-amino-1-methyl-2-thioxoethyl]carbamate収率 203.5%

試薬・触媒・溶媒 1

HCID 80711,2-Dimethoxyethane溶媒

実験手順

2,4-Bis(4-methoxyphenyl)-2,4-dithioxo-1,3,2,4-dithiadiphosphetane (1.6 g, 0.0038 mol) was added to a solution of tert-butyl [(1R)-2-amino-1-methyl-2-oxoethyl]carbamate (1.45 g, 0.00770 mol) in 1,2-dimethoxyethane (40 mL). The resulting suspension was stirred at RT for 5 h. After removal of solvent the residue was taken up into ethyl acetate. It was washed with 0.1 N NaOH solution, water, brine; dried over Na2SO4. After filtration the filtrate was concentrated to yield 1.58 g of the product. (yield: ˜100%).

後処理

  1. customAfter removal of solvent the residue
  2. washIt was washed with 0.1 N NaOH solution, water, brine
  3. dry with materialdried over Na2SO4
  4. filtrationAfter filtration the filtrate
  5. concentrationwas concentrated

出典と根拠

ORDレコード
ord-818c95fbd1d74b55baa6a9ea2349a670
出典データセット
uspto-grants-2011_03
特許番号
US07915408B2

関連ノート

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