HRID2418613

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID6422

未命名化合物

结构：CSCC[C@H](NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](Cc1c[nH]c2ccccc12)NC(=O)OC(C)(C)C)C(N)=O

HCID131713756

未命名化合物

PRODUCTS

生成物

结构：CSCC[C@H](NC(=O)[C@H](CC(C)C)NC(=O)[C@H](N)Cc1c[nH]c2ccccc12)C(N)=O.O=C(O)C(F)(F)F

HCID131713755

未命名化合物

收率 23%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID12230

Ethyl methyl sulfide

C3H8S

溶剂HCID33645

Ethane-1,1-dithiol

C2H6S2

PROCEDURE

实验过程

Condensation of BocDTrpOPFP (8.60 g.) and HLeu-MetNH2 hydrochloride salt (Example 1, 5.44 g.) by the activated ester method gave BocDTrp-Leu-MetNH2 in 67% yield. De-t-butoxycarbonylation of BocDTrp-Leu-MetNH2 (6.69 g.) using trifluoroacetic acid in methyl ethyl sulfide and ethanedithiol gave HDTrp-Leu-MetNH2 trifluoroacetate salt in 23% yield.

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-61fdc32b2888445d9cfb55f8896090df
来源数据集: uspto-grants-1984_09
DOI: 10.6084/m9.figshare.5104873.v1
专利: US04472305
来源说明: uspto-grants-1984_09

反应 SMILES

[NH:1](C(OC(C)(C)C)=O)[C@@H:2]([C:13]([NH:15][C@H:16]([C:21]([NH:23][C@H:24]([C:29]([NH2:31])=[O:30])[CH2:25][CH2:26][S:27][CH3:28])=[O:22])[CH2:17][CH:18]([CH3:20])[CH3:19])=[O:14])[CH2:3][C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[NH:6][CH:5]=1.[F:39][C:40]([F:45])([F:44])[C:41]([OH:43])=[O:42]>C(SC)C.C(S)(S)C>[NH2:1][C@@H:2]([C:13]([NH:15][C@H:16]([C:21]([NH:23][C@H:24]([C:29]([NH2:31])=[O:30])[CH2:25][CH2:26][S:27][CH3:28])=[O:22])[CH2:17][CH:18]([CH3:20])[CH3:19])=[O:14])[CH2:3][C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[NH:6][CH:5]=1.[F:39][C:40]([C:41]([OH:43])=[O:42])([F:45])[F:44]