HRID1390157

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID7972

4-Methylmorpholine

C5H11NO

2 次

HCID62365

Isobutyl chloroformate

C5H9ClO2

结构：C[C@@H](NC(=O)OC(C)(C)C)C(=O)NCC(=O)O

HCID12944592

未命名化合物

PRODUCTS

生成物

结构：COC(=O)[C@H](CC(C)C)NC(=O)[C@H](Cc1ccccc1)N(C)C(=O)CNC(=O)[C@@H](C)NC(=O)OC(C)(C)C

HCID131712075

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID6228

N,N-Dimethylformamide

C3H7NO

溶剂HCID8028

Tetrahydrofuran

C4H8O

PROCEDURE

实验过程

To a solution of 24.6 g of Boc-(D)-Ala-Gly-OH and 11.2 ml of N-methylmorpholine in 400 ml of THF are added 13.2 ml of chloroformic acid isobutyl ester at -25°. After 5 minutes, at 25°, 11.2 ml of N-methyl-morpholine and 42.1 g of H-MePhe-Leu-OMe (trifluoroacetate) in DMF [which has previously been prepared by the treatment of Boc-MePhe-Leu-OMe with TFA-methylene chloride (1:1)] are added. After 2 hours, at -15°, the title compound is isolated as described under (a) above, as a solid foam.

WORKUP

后处理

additionare added
waitAfter 2 hours

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-5407d542daed4a63b994859e86ba853c
来源数据集: uspto-grants-1981_01
DOI: 10.6084/m9.figshare.5104873.v1
专利: US04247543
来源说明: uspto-grants-1981_01

反应 SMILES

[NH:1]([C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[C@@H:2]([C:4]([NH:6][CH2:7][C:8]([OH:10])=O)=[O:5])[CH3:3].CN1CCOCC1.C(OC(Cl)=O)C(C)C.[NH:33]([CH3:54])[C@H:34]([C:42]([NH:44][C@H:45]([C:50]([O:52][CH3:53])=[O:51])[CH2:46][CH:47]([CH3:49])[CH3:48])=[O:43])[CH2:35][C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1.C(N(C)[C@H](C(N[C@H](C(OC)=O)CC(C)C)=O)CC1C=CC=CC=1)(OC(C)(C)C)=O.C(O)(C(F)(F)F)=O.C(Cl)Cl>C1COCC1.CN(C=O)C>[NH:1]([C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[C@@H:2]([C:4]([NH:6][CH2:7][C:8]([N:33]([CH3:54])[C@H:34]([C:42]([NH:44][C@H:45]([C:50]([O:52][CH3:53])=[O:51])[CH2:46][CH:47]([CH3:49])[CH3:48])=[O:43])[CH2:35][C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1)=[O:10])=[O:5])[CH3:3]