HRID1380455

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID6422

未命名化合物

HCID7525

N-Ethylmorpholine

C6H13NO

HCID75771

1-Hydroxybenzotriazole

C6H5N3O

结构：CC[C@H](C)[C@H](NC(=O)OC(C)(C)C)C(=O)ON1C(=O)CCC1=O

HCID333451

2,5-Pyrrolidinedione, 1-[[N-[(1,1-dimethylethoxy)carbonyl]-L-isoleucyl]oxy]-

C15H24N2O6

结构：C[C@@H](O)[C@H](NC(=O)[C@@H](N)Cc1ccccc1)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](CO)C(=O)O

HCID131714603

未命名化合物

PRODUCTS

生成物

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

HCID131714602

未命名化合物

收率 85.9%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID6228

N,N-Dimethylformamide

C3H7NO

PROCEDURE

实验过程

A solution cooled on an ice bath of 5.14 g of TFA, H-Phe-Thr-Asn-Ser-Ome (8.78 mM) in 100 ml of DMF has 3.17 g of Boc-Ile-OSu (9.66 mM), 1.30 g of HOBt (9.62 mM) and N-ethyl morpholine added thereto until a pH of 7 is obtained. After 20 hours of reaction at ambient temperature, the solution is concentrated under reduced pressure and the residue taken up in ether gives a precipitate which is filtered and dried in vacuo. 5.24 g of product are obtained.

WORKUP

后处理

additionadded
customuntil a pH of 7 is obtained
customAfter 20 hours of reaction at ambient temperature
concentrationthe solution is concentrated under reduced pressure
customgives a precipitate which
filtrationis filtered
customdried in vacuo

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-50e330ac293348e5afdc749ccc57e842
来源数据集: uspto-grants-1986_04
DOI: 10.6084/m9.figshare.5104873.v1
专利: US04581168
来源说明: uspto-grants-1986_04

反应 SMILES

[C:1](O)(C(F)(F)F)=O.[NH2:8][C@H:9]([C:17]([NH:19][C@H:20]([C:24]([NH:26][C@H:27]([C:32]([NH:34][C@H:35]([C:38]([OH:40])=[O:39])[CH2:36][OH:37])=[O:33])[CH2:28][C:29](=[O:31])[NH2:30])=[O:25])[C@@H:21]([CH3:23])[OH:22])=[O:18])[CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.[NH:41]([C:57]([O:59][C:60]([CH3:63])([CH3:62])[CH3:61])=[O:58])[C@H:42]([C:47](ON1C(=O)CCC1=O)=[O:48])[C@H:43]([CH2:45][CH3:46])[CH3:44].C1C=CC2N(O)N=NC=2C=1.C(N1CCOCC1)C>CN(C=O)C>[NH:41]([C:57]([O:59][C:60]([CH3:63])([CH3:62])[CH3:61])=[O:58])[C@H:42]([C:47]([NH:8][C@H:9]([C:17]([NH:19][C@H:20]([C:24]([NH:26][C@H:27]([C:32]([NH:34][C@H:35]([C:38]([O:40][CH3:1])=[O:39])[CH2:36][OH:37])=[O:33])[CH2:28][C:29](=[O:31])[NH2:30])=[O:25])[C@@H:21]([CH3:23])[OH:22])=[O:18])[CH2:10][C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1)=[O:48])[C@H:43]([CH2:45][CH3:46])[CH3:44]