D-赖氨酸盐酸盐 → N,N'-二芴甲氧羰基-D-赖氨酸

HRID 1680210

反应方程式

HRID 1680210 反应方程式
Cl.[NH2:2][C@@H:3]([C:9]([OH:11])=[O:10])[CH2:4][CH2:5][CH2:6][CH2:7][NH2:8].N([C:15]([O:17][CH2:18][CH:19]1[C:31]2[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=2[C:25]2[C:20]1=[CH:21][CH:22]=[CH:23][CH:24]=2)=[O:16])=[N+]=[N-]>C(=O)([O-])[O-].[Na+].[Na+].CC(C)=O.O>[CH:30]1[C:31]2[CH:19]([CH2:18][O:17][C:15]([NH:2][C@@H:3]([C:9]([OH:11])=[O:10])[CH2:4][CH2:5][CH2:6][CH2:7][NH:8][C:15]([O:17][CH2:18][CH:19]3[C:20]4[CH:21]=[CH:22][CH:23]=[CH:24][C:25]=4[C:26]4[C:31]3=[CH:30][CH:29]=[CH:28][CH:27]=4)=[O:16])=[O:16])[C:20]3[C:25](=[CH:24][CH:23]=[CH:22][CH:21]=3)[C:26]=2[CH:27]=[CH:28][CH:29]=1

参与物

6

反应物 2

HCID 81691D-赖氨酸盐酸盐HCID 13876407(9H-Fluoren-9-yl)methyl carbonazidate

产物 1

HCID 22816294N,N'-二芴甲氧羰基-D-赖氨酸

试剂、催化剂与溶剂 3

HCID 180丙酮溶剂2 次HCID 962聚[6-[4-(4-氰基苯基)苯氧基]己基甲基丙烯酸酯]溶剂HCID 10340Carbonic acid sodium salt (1:2)溶剂

实验过程

To a stirred solution of D-lysine hydrochloride (4.5 g) in 175 ml of a sodium carbonate solution (10% in water):acetone (6:1) solution is added dropwise a solution of 9-fluorenylmethyl azidoformate in acetone (150 ml). After 16 hours the mixture is diluted with water and washed three times with hexane. The mixture is then acidified with concentrated hydrochloric acid and extracted three times with ethyl acetate. The ethyl acetate solution is washed successively with dilute hydrochloric acid, water, saturated sodium bicarbonate solution, and brine, dried over magnesium sulfate, then concentrated in vacuo to about 20 ml. The solution is added to hexane (1 l.) and the precipitate is collected and dried to afford the title compound: NMR (dimethylsulfoxide) δ1.0-1.9 (m, 6H), 2.7-3.2 (m,2H), 3.8-4.7 (m,7H), 6.8-8.3 (m,19H).

后处理

  1. washwashed three times with hexane
  2. extractionextracted three times with ethyl acetate
  3. washThe ethyl acetate solution is washed successively with dilute hydrochloric acid, water, saturated sodium bicarbonate solution, and brine
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated in vacuo to about 20 ml
  6. additionThe solution is added to hexane (1 l.)
  7. customthe precipitate is collected
  8. customdried

来源与证据

ORD记录
ord-759176ab75af438bbfc15b21f31b707b
来源数据集
uspto-grants-1981_06
专利号
US04272525

关联笔记

加载中…