HRID126784

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID10868

Dicyclohexylcarbodiimide

C13H22N2

HCID80170

2,5-Pyrrolidinedione, 1-hydroxy-

C4H5NO3

HCID81531

Diisopropylethylamine

C8H19N

HCID637606

Boc-D-alanine

C8H15NO4

结构：COC(=O)[C@H](CCSC)NC(=O)[C@@H](N)Cc1ccccc1.Cl

HCID67685067

未命名化合物

PRODUCTS

生成物

结构：COC(=O)[C@H](CCSC)NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@@H](C)NC(=O)OC(C)(C)C

HCID12888621

未命名化合物

收率 87%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID887

Methanol

CH4O

溶剂HCID6228

N,N-Dimethylformamide

C3H7NO

PROCEDURE

实验过程

In an analogous fashion as described in Step A, 7.56 g of Boc-DAla-OH, 5.06 g of HOSu, 8.25 g of DCC, 13.8 ml of DIEA and the HCl salt above were allowed to react in 100 ml of DMF to give 16.67 g (87% of Boc-DAla-Phe-Met-OCH3, m.p. 109°-110° C., [α]D24.5 =-19.73° (c, 1.00 in methanol).

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-c85b515795834cc2a940d534e04c263d
来源数据集: uspto-grants-1981_03
DOI: 10.6084/m9.figshare.5104873.v1
专利: US04254024
来源说明: uspto-grants-1981_03

反应 SMILES

[NH:1]([C:7]([O:9][C:10]([CH3:13])([CH3:12])[CH3:11])=[O:8])[C@@H:2]([C:4]([OH:6])=O)[CH3:3].ON1C(=O)CCC1=O.C1CCC(N=C=NC2CCCCC2)CC1.CCN(C(C)C)C(C)C.[NH2:46][C@H:47]([C:55]([NH:57][C@H:58]([C:63]([O:65][CH3:66])=[O:64])[CH2:59][CH2:60][S:61][CH3:62])=[O:56])[CH2:48][C:49]1[CH:54]=[CH:53][CH:52]=[CH:51][CH:50]=1.Cl>CN(C=O)C.CO>[NH:1]([C:7]([O:9][C:10]([CH3:13])([CH3:12])[CH3:11])=[O:8])[C@@H:2]([C:4]([NH:46][C@H:47]([C:55]([NH:57][C@H:58]([C:63]([O:65][CH3:66])=[O:64])[CH2:59][CH2:60][S:61][CH3:62])=[O:56])[CH2:48][C:49]1[CH:54]=[CH:53][CH:52]=[CH:51][CH:50]=1)=[O:6])[CH3:3]