HRID1008507

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID312

Chloride

Cl-

结构：CC(C)(C)OC(=O)[C@H](CCC(=O)O)NC(=O)OCC1c2ccccc2-c2ccccc21

HCID7017912

Fmoc-Glu-OtBu

C24H27NO6

结构：CC(C)(C)OC(=O)NC(Cc1ccc2c(N)nccc2c1)C(=O)N1CCCCC1

HCID22665607

未命名化合物

PRODUCTS

生成物

结构：CCOC(=O)CC[C@H](NS(=O)(=O)c1c(C)cc(OC)c(C)c1C)C(=O)NC(Cc1ccc2c(N)nccc2c1)C(=O)N1CCCCC1.Cl

HCID86758419

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID702

Ethanol

C2H6O

PROCEDURE

实验过程

The procedure described for 5c was used. Deprotection of 5a and coupling with Mtr-Glu(OEt)-OH (prepared from Fmoc-Glu-OtBu, ethanol and Mtr-chloride according to the procedure described for 51a) yielded after purification the title compound (76%) as a mixture of diastereomers (1:1). 1H-NMR 400 Hz (CD3OD) δ: 1.15-2.32 (11H, m), 2.13 (3H, s), 2.40 and 2.42 (3H, 2× s), 2.44 and 2.47 (3H, 2× s), 2.75-4.08 (11H, m), 4.99-5.19 (1H, m), 6.71 and 6.72 (1H, 2× s), 7.16-7.20 (1H, m), 7.51-7.76 (3H, m), 8.30-8.36 (1H, m).

WORKUP

后处理

customyielded
customafter purification the title compound (76%)
additionas a mixture of diastereomers (1:1)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-26e1b56df2ef4439989b94017b25b6d3
来源数据集: uspto-grants-2004_09
DOI: 10.6084/m9.figshare.5104873.v1
专利: US06797710B2
来源说明: uspto-grants-2004_09

反应 SMILES

[ClH:1].NC1C2C(=CC(CC(NC(=O)CNS(C3C(C)=C(C)C4OC(C)(C)CCC=4C=3C)(=O)=O)C(=O)N3CCCCC3)=CC=2)C=CN=1.[NH2:46][C:47]1[C:56]2[C:51](=[CH:52][C:53]([CH2:57][CH:58]([NH:67][C:68](=[O:74])OC(C)(C)C)[C:59](=[O:66])[N:60]3[CH2:65][CH2:64][CH2:63][CH2:62][CH2:61]3)=[CH:54][CH:55]=2)[CH:50]=[CH:49][N:48]=1.[NH:75]([S:87]([C:90]1[C:99]([CH3:100])=[C:97]([CH3:98])[C:94]([O:95][CH3:96])=[CH:93][C:91]=1[CH3:92])(=[O:89])=[O:88])[C@H:76](C(O)=O)[CH2:77][CH2:78][C:79](=[O:83])[O:80][CH2:81][CH3:82].N(C(OCC1C2C(=CC=CC=2)C2C1=CC=CC=2)=O)[C@H](C(OC(C)(C)C)=O)CCC(=O)O.[Cl-].N1(C(=O)C[C@H](NS(C2C(C)=CC(OC)=C(C)C=2C)(=O)=O)C(O)=O)CCOCC1>C(O)C>[ClH:1].[CH2:81]([O:80][C:79](=[O:83])[CH2:78][CH2:77][C@H:76]([NH:75][S:87]([C:90]1[C:91]([CH3:92])=[CH:93][C:94]([O:95][CH3:96])=[C:97]([CH3:98])[C:99]=1[CH3:100])(=[O:88])=[O:89])[C:68]([NH:67][CH:58]([CH2:57][C:53]1[CH:52]=[C:51]2[C:56](=[CH:55][CH:54]=1)[C:47]([NH2:46])=[N:48][CH:49]=[CH:50]2)[C:59](=[O:66])[N:60]1[CH2:61][CH2:62][CH2:63][CH2:64][CH2:65]1)=[O:74])[CH3:82]