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Nitrogen → (S)-tert-Butyl 3-amino-2-(((benzyloxy)carbonyl)amino)propanoate

HRID 612853
ノート
印刷プレビュー

反応式

HRID 612853 の反応式
[NH2:1][CH2:2][C@H:3]([NH:7][C:8]([O:10][CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)=[O:9])[C:4]([OH:6])=[O:5].N#N.[CH3:20][C:21](=[CH2:23])[CH3:22].C([O-])(O)=O.[Na+]>O1CCOCC1.C(OCC)C>[NH2:1][CH2:2][C@H:3]([NH:7][C:8]([O:10][CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)=[O:9])[C:4]([O:6][C:21]([CH3:23])([CH3:22])[CH3:20])=[O:5]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 947NitrogenHCID 8255Isobutylene2 回HCID 516892Sodium BicarbonateHCID 2756313Z-Dap-OH

生成物 1

HCID 10803731(S)-tert-Butyl 3-amino-2-(((benzyloxy)carbonyl)amino)propanoate

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒
HCID 31275
1,4-Dioxane
溶媒

実験手順

10 g (42 mmol) of (2S)-3-amino-2-benzyloxycarbonylaminopropionic acid were shaken in an autoclave at 20 atm. N2 pressure for 3 days in a mixture of 100 ml of dioxane, 100 ml of isobutylene and 8 ml of conc. H2SO4Excess isobutylene was blown out and 150 ml of diethyl ether and 150 ml of saturated NaHCO3 solution were added to the remaining solution. The phases were separated and the aqueous phase was extracted twice using 100 ml of diethyl ether each time. The combined organic phases were washed with 2×100 ml of H2O and dried over Na2SO4. After removing the solvent in vacuo, (1.1) were obtained as a pale yellow oil.

後処理

  1. customThe phases were separated
  2. extractionthe aqueous phase was extracted twice
  3. washThe combined organic phases were washed with 2×100 ml of H2O
  4. dry with materialdried over Na2SO4
  5. customAfter removing the solvent in vacuo

出典と根拠

ORDレコード
ord-743896165d4a47869a02afa8e869ab4a
出典データセット
uspto-grants-1999_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06005117

反応ノート

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