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4-Methylmorpholine → (1,1-dimethylethyl) (S)-[1-methyl-2-[(2-methyl-2-propenyl)amino]-2-oxoethyl]carbamate

HRID 326887
ノート
印刷プレビュー

反応式

HRID 326887 の反応式
[CH3:1][C:2]([CH3:13])([O:4][C:5]([NH:7][C@H:8]([C:10]([OH:12])=O)[CH3:9])=[O:6])[CH3:3].Cl.[CH3:15][C:16](=[CH2:19])[CH2:17][NH2:18].O.ON1C2C=CC=CC=2N=N1.CN1CCOCC1>O1CCCC1>[CH3:9][C@H:8]([NH:7][C:5](=[O:6])[O:4][C:2]([CH3:1])([CH3:3])[CH3:13])[C:10]([NH:18][CH2:17][C:16]([CH3:19])=[CH2:15])=[O:12]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 79724-MethylmorpholineHCID 85082Tert-butoxycarbonylalanineHCID 27960291-Hydroxybenzotriazole hydrateHCID 119537722-Methylallylamine hydrochloride

生成物 1

HCID 53642955(1,1-dimethylethyl) (S)-[1-methyl-2-[(2-methyl-2-propenyl)amino]-2-oxoethyl]carbamate収率 99.9%

試薬・触媒・溶媒 1

HCID 8028
Tetrahydrofuran
溶媒

実験手順

To a cooled (0° C.) mixture of 18.9 parts of (S)-N-[(1,1-dimethylethoxy)carbonyl]alanine, 10.8 parts of 2-methyl-2-propen-1-amine monohydrochloride, 27.0 parts of 1-hydroxy-1H-benzotriazole hydrate and tetrahydrofuran, there were added 10.1 parts of N-methylmorpholine and, after 20 min, 20.6 parts of N,N-methanetetraylbis[cyclohexanamine] under a nitrogen atmosphere. The whole was kept at 0° C. for 1 hour and at room temperature for 12 hours. The solvent was evaporated and the residue was partitioned between dichloromethane and NaHCO3 (sat.). The organic layer was separated, washed with NaCl (sat.), dried, filtered and evaporated, yielding 24.2 parts (99.9%) of (1,1-dimethylethyl) (S)-[1-methyl-2-[(2-methyl-2-propenyl)amino]-2-oxoethyl]carbamate (interm. 63).

後処理

  1. temperatureTo a cooled
  2. waitThe whole was kept at 0° C. for 1 hour and at room temperature for 12 hours
  3. customThe solvent was evaporated
  4. customthe residue was partitioned between dichloromethane and NaHCO3 (sat.)
  5. customThe organic layer was separated
  6. washwashed with NaCl (sat.)
  7. customdried
  8. filtrationfiltered
  9. customevaporated

出典と根拠

ORDレコード
ord-e4fcda4fa9f64151bbfc42e04a2bf5de
出典データセット
uspto-grants-1993_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05270464

反応ノート

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