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Benzylamine → ((S)-1-benzylcarbamoyl-ethyl)-carbamic acid tert-butyl ester

HRID 1707330
ノート
印刷プレビュー

反応式

HRID 1707330 の反応式
[C:1]([O:5][C:6]([NH:8][C@H:9]([C:11]([OH:13])=O)[CH3:10])=[O:7])([CH3:4])([CH3:3])[CH3:2].C1C=CC2N(O)N=NC=2C=1.CCN=C=NCCCN(C)C.Cl.[CH2:36]([NH2:43])[C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1.C(N(CC)CC)C>CN(C=O)C>[CH2:36]([NH:43][C:11](=[O:13])[C@H:9]([CH3:10])[NH:8][C:6]([O:5][C:1]([CH3:2])([CH3:3])[CH3:4])=[O:7])[C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1
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 7504BenzylamineHCID 8471TriethylamineHCID 757711-HydroxybenzotriazoleHCID 85082Tert-butoxycarbonylalanineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride

生成物 1

HCID 7201376((S)-1-benzylcarbamoyl-ethyl)-carbamic acid tert-butyl ester

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

N-t-Butoxycarbonyl-L-alanine (377 mg, 2.0 mmol), HOBT (283 mg, 2.1 mmol) and EDC hydrochloride (420 mg, 2.2 mmol) were dissolved in 5 mL of DMF. Benzylamine (230 μL, 2.1 mmol) was added followed by triethylamine (280 μL, 1.9 mmol). The mixture was stirred overnight and the solvent was evaporated. The residue was partitioned between ethyl acetate and 10% citric acid and the organic phase was washed sequentially with 10% sodium bicarbonate and brine. The solution was dried and evaporated to yield 498 mg of a waxy solid.

後処理

  1. customthe solvent was evaporated
  2. customThe residue was partitioned between ethyl acetate and 10% citric acid
  3. washthe organic phase was washed sequentially with 10% sodium bicarbonate and brine
  4. customThe solution was dried
  5. customevaporated
  6. customto yield 498 mg of a waxy solid

出典と根拠

ORDレコード
ord-27e4111bc2294ea7b1dad014b6490c62
出典データセット
uspto-grants-1994_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05352705

反応ノート

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