Triethylamine → Carbamic acid, [1-[(methoxymethylamino)carbonyl]-3-pentynyl]-, 1,1-dimethylethyl ester

HRID 342145ノート

反応式

HRID 342145 の反応式
[C:1]([O:5][C:6]([NH:8][CH:9]([CH2:13][C:14]#[C:15][CH3:16])[C:10]([OH:12])=O)=[O:7])([CH3:4])([CH3:3])[CH3:2].Cl.[CH3:18][NH:19][O:20][CH3:21].C1C=C2N=NN(O)C2=CC=1.O.C(N(CC)CC)C.CCN=C=NCCCN(C)C.Cl>CN(C=O)C>[C:1]([O:5][C:6]([NH:8][CH:9]([CH2:13][C:14]#[C:15][CH3:16])[C:10]([N:19]([O:20][CH3:21])[CH3:18])=[O:12])=[O:7])([CH3:2])([CH3:3])[CH3:4]

参加物

7

反応物 5

HCID 8471TriethylamineHCID 81138Methanamine, N-methoxy-, hydrochloride (1:1)HCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 27960291-Hydroxybenzotriazole hydrateHCID 211874332-(tert-butoxycarbonylamino)hex-4-ynoic acid

生成物 1

HCID 21258867Carbamic acid, [1-[(methoxymethylamino)carbonyl]-3-pentynyl]-, 1,1-dimethylethyl ester

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

The product from Step D (10.58 g, 46.6 mmol), N,O-dimethylhydroxylamine hydrochloride (9.09 g, 93.2 mmol), HOBT hydrate (9.44 g, 69.9 mmol) and triethylamine (13.0 mL, 93.2 mmol) were stirred in dry DMF (150 mL) at 0° C. under nitrogen. EDC hydrochloride (11.5 g, 60.6 mmol) was added, and the reaction was stirred for 3 hours. The solution was partitioned between 2:1 ethyl acetate:hexane and water, washed with water, 10% aq. HCl, sat. NaHCO3 soln and brine, then dried with sodium sulfate. The solvent was removed in vacuo to give the title compound as an orange oil

後処理

  1. customThe solution was partitioned between 2:1 ethyl acetate
  2. washhexane and water, washed with water, 10% aq. HCl, sat. NaHCO3 soln
  3. dry with materialbrine, then dried with sodium sulfate
  4. customThe solvent was removed in vacuo

出典と根拠

ORDレコード
ord-dd1cf2382c774964b6c079a3b8bb66e4
出典データセット
uspto-grants-1999_01
特許番号
US05856326

反応ノート

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