HRID1109845

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID24758

Sodium hydride

HNa

HCID736159

tert-Butyl N-(benzyloxy)carbamate

C12H17NO3

结构：CC(C)(C)OC(=O)N(CCCCC(=O)N(CCCCC#N)OCc1ccccc1)OCc1ccccc1

HCID10324034

未命名化合物

HCID21226206

未命名化合物

PRODUCTS

生成物

结构：CC(C)(C)OC(=O)N(CCCCC(=O)N(CCCCC(=O)N(CCCCC#N)OCc1ccccc1)OCc1ccccc1)OCc1ccccc1

HCID10484991

未命名化合物

收率 74%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID6228

N,N-Dimethylformamide

C3H7NO

PROCEDURE

实验过程

N-(tert-Butoxycarbonyl )-O-benzylhydroxylamine (1.43 g, 6.40 mmol) was alkylated with (6) (3.00 g, 5.68 mmol) using NaH (80%, 0.19 g, 6.33 mmol) in DMF (100 mL), following the procedure used for (4). Column chromatography on silica gel with 4:1 hexane/EtOAc yielded 3.0 g (74%) of (7) as an oil: NMR δ 1.50 (s, 9 H), 1.40-1.85 (m, 12 H), 2.20-2.50 (m, 6 H), 3.27-3.70 (m, 6 H), 4.75 (s, 6 H), 7.33 (s, 15 H). Anal. (C41H54N4O7) C, H, N.

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-00af994a3d514c75a88b6af4ed389672
来源数据集: uspto-grants-1994_06
DOI: 10.6084/m9.figshare.5104873.v1
专利: US05322961
来源说明: uspto-grants-1994_06

反应 SMILES

[C:1]([O:5][C:6]([NH:8][O:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[H-].[Na+].C(O[C:24]([N:26]([O:48][CH2:49][C:50]1[CH:55]=[CH:54][CH:53]=[CH:52][CH:51]=1)[CH2:27][CH2:28][CH2:29][CH2:30][C:31](=[O:47])[N:32]([O:39][CH2:40][C:41]1[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=1)[CH2:33][CH2:34][CH2:35][CH2:36][C:37]#[N:38])=[O:25])(C)(C)C.[CH3:56][CH2:57][CH2:58][CH2:59]CC.CCOC(C)=O>CN(C=O)C>[C:1]([O:5][C:6]([N:8]([O:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[CH2:56][CH2:57][CH2:58][CH2:59][C:24](=[O:25])[N:26]([O:48][CH2:49][C:50]1[CH:55]=[CH:54][CH:53]=[CH:52][CH:51]=1)[CH2:27][CH2:28][CH2:29][CH2:30][C:31](=[O:47])[N:32]([O:39][CH2:40][C:41]1[CH:42]=[CH:43][CH:44]=[CH:45][CH:46]=1)[CH2:33][CH2:34][CH2:35][CH2:36][C:37]#[N:38])=[O:7])([CH3:4])([CH3:2])[CH3:3]