CAS: 80102-25-6; Boc-D-Phe(3-Cl)-Oh

该化合物是氨基酸衍生物,其特点是D-3-氯苯丙烯氨基组内存在一种乙型丁氧基碳基(Boc)保护组,该化合物在Peptide合成中使用,该组在混合反应中负责保护氨基功能.苯环上的三氯替代成分会影响化合物的抗体和生物特性,使其对药用化学和药物设计感兴趣.Boc-D-3 - Chlorophe通常是白到白的固体,在二甲基二氧化硫(DMSO)和甲醇等有机溶剂中溶解,但水溶解程度较低.其分子结构允许进行各种修改,使其在合成更复杂的分子时成为多用途建筑块.与许多化学物质一样,适当的处理和安全防范措施对于使用该物质的潜在危险至关重要.

英文名称Boc-D-Phe(3-Cl)-Oh
中文名称(R)-2-((叔丁氧基羰基)氨基)-3-(3-氯苯基)丙酸
其它别名Boc-D-3-Cl-苯丙氨酸; Boc-D-3-Chlorophenylalanine
CAS编号80102-25-6
MFCD编号:MFCD00672516
分子式:C14H18ClNO4
分子量:299.7493
产品CID: 1794984
产品分类有机原料→分子砌块→手性化合物→手性砌块

相似结构搜索
InChIKey: RCZHBTHQISEPPP-LLVKDONJSA-N
1S/C14H18ClNO4/c1-14(2,3)20-13(19)16-11(12(17)18)8-9-5-4-6-10(15)7-9/h4-7,11H,8H2,1-3H3,(H,16,19)(H,17,18)/t11-/m1/s1…
计算化学: 氢键受体数3.0氢键供体数2.0可旋转键数4.0

相似化合物

114873-03-9 188814-25-7 80126-51-8

物理性质

熔点110°C
沸点452.5°C at 760 mmHg
闪点227.5°C
密度1.2±0.1 g/cm3
pKa:3.81±0.10(预测)
PSA:75.63
LogP:2.8604
折射率1.539
蒸汽压0.0±1.2 mmHg at 25°C
溶解性Soluble In Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,Etc.
外观形态粉末
储存条件密封干燥,2-8°C

MSDS等安全信息

GHS符号GHS07
警示词Warning
危险描述H302-H315-H319-H335
防范说明P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
危险等级IRRITANT
UN编号NONH for all modes of transport
危险品标志Xi
安全声明22-24/25
WGK Germany3

上下游产品

diethyl tert-butoxycarbonylaminomalonate 1-bromomethyl-3-chlorobenzene (S)-2-amino-3-(3-chlorophenyl)-N-(2-oxo-5-(pyridin-4-yl)-1,2-dihydropyridin-3-yl)propanamide

合成工艺路线路线简述

78342-42-4 + 766-80-3 = 80102-25-6
反应条件:1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran; -78 °C2.1 Reagents: Hydrochloric Acid Solvents: Water; 16 H,Rt2.2 Solvents: Methanol2.3 Reagents: Triethylamine Solvents: Dichloromethane2.4 Reagents: Lithium Hydroxide Solvents: Tetrahydrofuran,Water
标题:Triazolopiperazine-Amides As Dipeptidyl Peptidase Iv Inhibitors: Close Analogs Of Januvia (Sitagliptin Phosphate)
作者:Kim,Dooseop; Et Al
参考文献:Bioorganic & Medicinal Chemistry Letters 日期:2007 卷标:17(12) 页码:3373-3377]

587-04-2 + 89524-98-1 = 80102-25-6
反应条件:1.1 Reagents: 1,1,3,3-Tetramethylguanidine Solvents: Dichloromethane; 2 H,0 °C -> Rt2.1 Reagents: Hydrogen Catalysts: (1,2-Bis((R,R)-2,5-Diethyl-1-Phospholidinyl)Benzene)(1,5-Cyclooctadiene)Rhodium(... Solvents: Methanol,Ethyl Acetate; 12 H,40 Psi,Rt3.1 Reagents: Lithium Hydroxide Solvents: Methanol,Tetrahydrofuran,Water; 6 H,0 °C
标题:Discovery Of Pyrrolopyrimidine Inhibitors Of Akt
作者:Blake,James F.; Et Al
参考文献:Bioorganic & Medicinal Chemistry Letters 日期:2010 卷标:20(19) 页码:5607-5612]

1254365-76-8 = 80102-25-6
反应条件:1.1 Reagents: Lithium Hydroxide Solvents: Methanol,Tetrahydrofuran,Water; 6 H,0 °C
标题:Discovery Of Pyrrolopyrimidine Inhibitors Of Akt
作者:Blake,James F.; Et Al
参考文献:Bioorganic & Medicinal Chemistry Letters 日期:2010 卷标:20(19) 页码:5607-5612]

24424-99-5 = 80102-25-6
反应条件:1.1 Reagents: Hydrochloric Acid Solvents: Water; 16 H,Rt1.2 Solvents: Methanol1.3 Reagents: Triethylamine Solvents: Dichloromethane1.4 Reagents: Lithium Hydroxide Solvents: Tetrahydrofuran,Water
标题:Triazolopiperazine-Amides As Dipeptidyl Peptidase Iv Inhibitors: Close Analogs Of Januvia (Sitagliptin Phosphate)
作者:Kim,Dooseop; Et Al
参考文献:Bioorganic & Medicinal Chemistry Letters 日期:2007 卷标:17(12) 页码:3373-3377]

= 80102-25-6
反应条件:1.1 Reagents: Hydrogen Catalysts: (1,2-Bis((R,R)-2,5-Diethyl-1-Phospholidinyl)Benzene)(1,5-Cyclooctadiene)Rhodium(... Solvents: Methanol,Ethyl Acetate; 12 H,40 Psi,Rt2.1 Reagents: Lithium Hydroxide Solvents: Methanol,Tetrahydrofuran,Water; 6 H,0 °C
标题:Discovery Of Pyrrolopyrimidine Inhibitors Of Akt
作者:Blake,James F.; Et Al
参考文献:Bioorganic & Medicinal Chemistry Letters 日期:2010 卷标:20(19) 页码:5607-5612

Methyl (2R)-3-(3-Chlorophenyl)-2-[(2-Methylpropan-2-yl)Oxycarbonylamino]Propanoate置于水,Lithium Hydroxide体系中,用四氢呋喃,甲醇作为反应溶剂,化学反应 6.0H,反应生成 N-叔丁氧羰基-D-3-氯苯丙氨酸
参考文献:Discovery Of Pyrrolopyrimidine Inhibitors Of Akt
标题:Discovery Of Pyrrolopyrimidine Inhibitors Of Akt
摘要:The Discovery And Optimization Of A Series Of Pyrrolopyrimidine Based Protein Kinase B (Pkb/akt) Inhibitors Discovered Via Hts And Structure Based Drug Design Is Reported. The Compounds Demonstrate Potent Inhibition Of All Three Akt Isoforms And Knockdown Of Phospho-Pras40 Levels In Lncap Cells And Tumor Xenografts. (C) 2010 Elsevier Ltd. All Rights Reserved.
DOI:10.1016/j.Bmcl.2010.08.053