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150629-67-7

中文名称 N-Fmoc-N'-[1-(4,4-二甲基-2,6-二氧代环己亚基)乙基]-D-赖氨酸
英文名称 Fmoc-L-Lys(Dde)-OH
CAS 150629-67-7
分子式 C31H36N2O6
MDL 编号 MFCD01862894
分子量 532.63
MOL 文件 150629-67-7.mol
更新日期 2025/08/18 13:28:22
150629-67-7 结构式 150629-67-7 结构式

基本信息

中文别名
N-FMOC-N'-[1-(4,4-二甲基-2,6-二氧代环己亚基)乙基]-D-赖氨酸
N-芴甲氧羰基-N'-[1-(4,4-二甲基-2,6-二氧代环己亚基)乙基]-D-赖氨酸
英文别名
FMOC-D-LYS(DDE)-OH
FMOC-L-LYS(DDE)
FMOC-L-LYS(DDE)-OH
FMOC-LYS(DDE)-OH
FMOC-LYSINE(DDE)-OH
FMOC-N-EPSILON-1-(4,4-DIMETHYL-2,6-DIOXOCYCLOHEX-1-YLIDENE)ETHYL-D-LYSINE
FMOC-N-EPSILON-1-(4,4-DIMETHYL-2,6-DIOXOCYCLOHEX-1-YLIDENE)ETHYL-L-LYSINE
N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-N-EPSILON-1-(4,4-DIMETHYL-2,6-DIOXOCYCLOHEX-1-YLIDENE)ETHYL-D-LYSINE
N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-N-EPSILON-1-(4,4-DIMETHYL-2,6-DIOXOCYCLOHEX-1-YLIDENE)ETHYL-L-LYSINE
N-ALPHA-(9-FLUORENYLMETHYLOXYCARBONYL)-N-EPSILON-[(4,4-DIMETHYL-2,6-DIOXOCYCLOHEX-1-YLIDENE)ETHYL]-D-LYSINE
N-ALPHA-(9-FLUORENYLMETHYLOXYCARBONYL)-N-EPSILON-(4,4-DIMETHYL-2,6-DIOXOCYCLOHEX-1-YLIDENE)ETHYL-L-LYSINE
N-ALPHA-FMOC-N-EPSILON-1-(4,4-DIMETHYL-2,6-DIOXOCYCLOHEX-1-YLDINE)ETHYL-L-LYSINE
N-ALPHA-FMOC-N-EPSILON-1-(4,4-DIMETHYL-2,6-DIOXOCYCLOHEX-1-YLIDENE)ETHYL-D-LYSINE
N-ALPHA-FMOC-N-EPSILON-1-(4,4-DIMETHYL-2,6-DIOXOCYCLOHEX-1-YLIDENE)ETHYL-L-LYSINE
N-ALPHA-FMOC-N-EPSILON-1-[(4,4-DIMETHYL-2,6-DIOXOCYCLOHEX-1-YLIDINE)ETHYL]-L-LYSINE
N-ALPHA-FMOC-N-EPSILON-[1-(4,4-DIMETHYL-2,6-DIOXOCYCLOHEXYLIDENE)ETHYL]-D-LYSINE
N-ALPHA-FMOC-N-EPSILON-DDE-D-LYSINE
N(A)-fmoc-N(E)(4,4-dime.-2,6-dioxocyclo-hexylidene)et.-L-lys
N-α-Fmoc-N-ε-1-(4,4-dimethyl-2,6-dioxocyclohex-1-ylidene)ethyl-L-lysine
N-alpha-(9-Fluorenylmethyloxycarbonyl)-N-epsilon-(4,4-dimethyl-2,6-dioxocyclohex-1-ylidene)ethyl-L-lysine
所属类别
生物化工:赖氨酸类衍生物

物理化学性质

熔点~80 °C (dec.)
沸点750.1±60.0 °C(Predicted)
密度1.222±0.06 g/cm3(Predicted)
储存条件−20°C
溶解度溶于甲醇
酸度系数(pKa)3.88±0.21(Predicted)
形态粉末晶体
颜色白色至浅黄色
旋光度 (Optical Rotation)2.6° (C=0.01 g/ml, MEOH)
InChIKeyZPSRBXWVBNVFTO-VWLOTQADSA-N
SMILESC(O)(=O)[C@H](CCCCN/C(=C1/C(=O)CC(C)(C)CC/1=O)/C)NC(OCC1C2=C(C=CC=C2)C2=C1C=CC=C2)=O

安全数据

安全说明S22-S24/25
WGK Germany3
海关编码29224190

制备方法

方法1
1,1-二氯-2,2-双(4-氯苯基)乙烯

94142-97-9

N-alpha-芴甲氧羰基-N-epsilon-叔丁氧羰基-L-赖氨酸

71989-26-9

N-FMOC-N'-[1-(4,4-二甲基-2,6-二氧代环己亚基)乙基]-L-赖氨酸

150629-67-7

一般步骤:将N-α-芴甲氧羰基-N-ε-叔丁氧羰基-L-赖氨酸(5.66 g,12.1 mmol)溶于4 M HCl/二恶烷(120 mL)中,室温搅拌2小时以脱除叔丁氧羰基保护基。反应完成后,减压浓缩除去溶剂。将所得残余物溶于乙醇(60 mL)中,随后加入2-(1-羟基亚乙基)-5,5-二甲基环己烷-1,3-二酮(3.36 g,18.4 mmol)和N,N-二异丙基乙胺(6.2 mL,35.6 mmol)。将反应混合物加热回流17小时。冷却至室温后,减压浓缩除去溶剂。将残余物溶于乙酸乙酯(300 mL)中,依次用1 M HCl(100 mL)和饱和食盐水(100 mL)洗涤,有机相用无水硫酸钠干燥,过滤并浓缩。通过硅胶柱色谱法(0.5%-3%甲醇/二氯甲烷梯度洗脱)纯化粗产物,得到N-芴甲氧羰基-N'-[1-(4,4-二甲基-2,6-二氧代环己亚基)乙基]-L-赖氨酸(2.64 g,收率41%),为白色固体。产物光谱数据与文献报道一致。1H NMR (500 MHz, CDCl3): δ 13.31 (br s, 1H), 7.75 (d, J = 7.8 Hz, 2H), 7.59 (t, J = 7.8 Hz, 2H), 7.38 (t, J = 7.8 Hz, 2H), 7.31-7.28 (m, 2H), 5.73 (d, J = 8.0 Hz, 1H), 4.48-4.45 (m, 1H), 4.37 (d, J = 7.1 Hz, 2H), 4.20 (t, J = 7.1 Hz, 1H), 3.43-3.40 (m, 2H), 2.55 (s, 3H), 2.36 (s, 4H), 2.00-1.50 (m, 6H), 1.01 (s, 6H). HR-MS (m/z, FAB): 计算值C31H37N2O6 ([M+H]+), 533.2652; 实测值, 533.2643.

参考文献:

[1] Bioorganic and Medicinal Chemistry, 2017, vol. 25, # 3, p. 1227 - 1234

常见问题列表

用途

N-Fmoc-N'-[1-(4,4-二甲基-2,6-二氧代环己亚基)乙基]-D-赖氨是有机合成和医药研发的医药中间体,只作实验室合成研究或者开发之用。

N-FMOC-N'-[1-(4,4-二甲基-2,6-二氧代环己亚基)乙基]-L-赖氨酸价格(试剂级)
报价日期产品编号产品名称CAS号包装价格
2025/05/22HY-W041987N-FMOC-N'-[1-(4,4-二甲基-2,6-二氧代环己亚基)乙基]-L-赖氨酸
Fmoc-L-Lys(Dde)-OH
150629-67-75 g230元
2025/05/22HY-W041987N-FMOC-N'-[1-(4,4-二甲基-2,6-二氧代环己亚基)乙基]-L-赖氨酸
Fmoc-L-Lys(Dde)-OH
150629-67-710 mM * 1 mLin DMSO253元
2025/05/22HY-W041987N-FMOC-N'-[1-(4,4-二甲基-2,6-二氧代环己亚基)乙基]-L-赖氨酸
Fmoc-L-Lys(Dde)-OH
150629-67-710 g444元
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