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Triethylamine → BOC-D-Lys(Z)-GlyNH2

HRID 1982652
ノート
印刷プレビュー

反応式

HRID 1982652 の反応式
[NH2:1][CH2:2][C:3]([NH2:5])=[O:4].Cl.CCN(CC)CC.C1C=CC2N(O)N=NC=2C=1.[NH:24]([C:44]([O:46][C:47]([CH3:50])([CH3:49])[CH3:48])=[O:45])[C@@H:25]([C:41]([OH:43])=O)[CH2:26][CH2:27][CH2:28][CH2:29][NH:30][C:31]([O:33][CH2:34][C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1)=[O:32].NCC(N)=O>CN(C=O)C>[NH:24]([C:44]([O:46][C:47]([CH3:50])([CH3:49])[CH3:48])=[O:45])[C@@H:25]([C:41]([NH:1][CH2:2][C:3]([NH2:5])=[O:4])=[O:43])[CH2:26][CH2:27][CH2:28][CH2:29][NH:30][C:31]([O:33][CH2:34][C:35]1[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=1)=[O:32]
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 5

HCID 8471TriethylamineHCID 69020GlycinamideHCID 757711-HydroxybenzotriazoleHCID 2723639Glycinamide hydrochlorideHCID 7269335(2R)-6-{[(benzyloxy)carbonyl]amino}-2-{[(tert-butoxy)carbonyl]amino}hexanoic acid

生成物 1

HCID 131714761BOC-D-Lys(Z)-GlyNH2収率 71%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒3 回

実験手順

GlyNH2.HCl (2.65 g, 0.024 mol) is dispersed in DMF and to this is added Et3N (3.35 ml, 0.024 mol) and HOBT (3.7 g, 0.024 mol). 9.0 g (0.024 mol) of BOC-D-Lys(Z) in a large volume of DMF is added and the GlyNH2 goes into solution. The total volume of DMF is 400 ml. The reaction is stirred overnight and then filtered. The solvent is evaporated off and the residue dissolved in CH2Cl2. This is washed with citric acid solution, Na2CO3 solution and then NaCl solution, and dried with MgSO4. The mixture is filtered, the filtrate evaporated down and the residue is taken up in ethyl acetate and cooled. The solid is filtered and washed with pet ether. More solid is obtained from the filtrate. Both crops are combined and triturated with ether. 7.5 g of a tan, solid is obtained in a 71% yield:

後処理

  1. filtrationfiltered
  2. customThe solvent is evaporated off
  3. dissolutionthe residue dissolved in CH2Cl2
  4. washThis is washed with citric acid solution, Na2CO3 solution
  5. dry with materialNaCl solution, and dried with MgSO4
  6. filtrationThe mixture is filtered
  7. customthe filtrate evaporated down
  8. temperaturecooled
  9. filtrationThe solid is filtered
  10. washwashed with pet ether
  11. customMore solid is obtained from the filtrate
  12. customtriturated with ether
  13. custom7.5 g of a tan, solid is obtained in a 71% yield

出典と根拠

ORDレコード
ord-d3e300d9ac6049fcada91323f385825e
出典データセット
uspto-grants-1986_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04596819

反応ノート

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