1,2-Dichloroethane → Benzyl {(1S)-4-{[(benzyloxy)carbonyl]amino}-1-[({3-[(tert-butoxycarbonyl)amino]-2-hydroxypropyl}amino)carbonyl]butyl}carbamate

HRID 269687ノート

反応式

HRID 269687 の反応式
[CH2:1]([O:8][C:9]([NH:11][C@H:12]([C:27]([OH:29])=O)[CH2:13][CH2:14][CH2:15][NH:16][C:17]([O:19][CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)=[O:18])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:30]([O:34][C:35](=[O:42])[NH:36][CH2:37][CH:38]([OH:41])[CH2:39][NH2:40])([CH3:33])([CH3:32])[CH3:31].C(Cl)CCl.C1C=CC2N(O)N=NC=2C=1>CN(C)C=O>[CH2:1]([O:8][C:9](=[O:10])[NH:11][C@H:12]([C:27]([NH:40][CH2:39][CH:38]([OH:41])[CH2:37][NH:36][C:35]([O:34][C:30]([CH3:32])([CH3:31])[CH3:33])=[O:42])=[O:29])[CH2:13][CH2:14][CH2:15][NH:16][C:17]([O:19][CH2:20][C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1)=[O:18])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

6

反応物 4

HCID 111,2-DichloroethaneHCID 757711-HydroxybenzotriazoleHCID 7073470N2,N5-Bis((phenylmethoxy)carbonyl)-L-ornithineHCID 10511887tert-butyl N-(3-amino-2-hydroxypropyl)carbamate

生成物 1

HCID 86625290Benzyl {(1S)-4-{[(benzyloxy)carbonyl]amino}-1-[({3-[(tert-butoxycarbonyl)amino]-2-hydroxypropyl}amino)carbonyl]butyl}carbamate

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

Under argon, 0.20 g (0.50 mmol) of N2,N5-bis[(benzyloxy)carbonyl]-L-ornithine and 0.124 g (0.65 mmol) of tert-butyl(3-amino-2-hydroxypropyl)carbamate are dissolved in 6 ml of dimethylformamide. Then, at 0° C. (ice bath), 0.124 g (0.65 mmol) of EDC and 0.02 g (0.15 mmol) of HOBt are added. The mixture is slowly warmed to RT and stirred at RT for 12 h. The solution is concentrated in vacuo and the residue is taken up with ethyl acetate. The organic phase is washed successively with saturated sodium bicarbonate and sodium chloride solutions, dried over magnesium sulfate and evaporated in vacuo. The remaining solid is dried to constant weight under high vacuum.

後処理

  1. concentrationThe solution is concentrated in vacuo
  2. washThe organic phase is washed successively with saturated sodium bicarbonate and sodium chloride solutions
  3. dry with materialdried over magnesium sulfate
  4. customevaporated in vacuo
  5. customThe remaining solid is dried to constant weight under high vacuum

出典と根拠

ORDレコード
ord-eb13e90c790d481180c4787dc8e315c8
出典データセット
uspto-grants-2008_11
特許番号
US07446102B2

反応ノート

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