82911-78-2 (Fmoc-L-丝氨酸甲酯,Fmoc-Ser-OMe)

CAS号:
82911-78-2
中文名称:
Fmoc-L-丝氨酸甲酯
英文名称:
Fmoc-Ser-OMe
分子式:
C19H19NO5
分子量:
341.357865571976
简介:
Fmoc-Ser-OMe (Fmoc-L-Ser-OMe) 是由 9-芴基甲基氧羰基 (Fmoc) 保护的羟基 L-氨基酸。Fmoc-Ser-OMe 参与叶绿素-氨基酸耦合物的合成,成为一种染色/荧光团修饰的蛋白,可有效发出近红外光及可见光。Fmoc-Ser-OMe 可作为乙醇受体糖基化,形成与小粘蛋白相关的连接糖肽。

Fmoc-L-丝氨酸甲酯(82911-78-2)名称与标识符

名称

中文别名:
Fmoc-L-丝氨酸甲酯;N-芴甲氧羰基-L-丝氨酸甲酯;(S)-2-((((9h-芴-9-基)甲氧基)羰基)氨基)-3-羟基丙酸甲酯;
英文别名:
(S)-Methyl 2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-hydroxypropanoate;Fmoc-Ser-OMe;Fmoc-L-serine methyl ester;methyl (2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-hydroxypropanoate;N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-serine methyl ester (ACI);(S)-Methyl2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-hydroxypropanoate;Fmoc-L-Ser-OMe;

标识符

MDL:
MFCD00672334
InChIKey:
QQQVLIVWQMWACQ-KRWDZBQOSA-N
Inchi:
1S/C19H19NO5/c1-24-18(22)17(10-21)20-19(23)25-11-16-14-8-4-2-6-12(14)13-7-3-5-9-15(13)16/h2-9,16-17,21H,10-11H2,1H3,(H,20,23)/t17-/m0/s1
SMILES:
C(C1C2C=CC=CC=2C2C=CC=CC1=2)OC(=O)N[C@@H](CO)C(=O)OC

Fmoc-L-丝氨酸甲酯(82911-78-2)物化性质

实验特性

  • LogP : 2.26340
  • PSA : 88.35000
  • 熔点 : 128-130°C
  • 比旋光度 : +7 ~ +11° (c=1.1, CHCl3)

计算特性

  • 精确分子量 : 341.12600
  • 氢键供体数量 : 2
  • 氢键受体数量 : 6
  • 可旋转化学键数量 : 8
  • 重原子数量 : 25

Fmoc-L-丝氨酸甲酯(82911-78-2)海关数据

海关编码:
2924299090
海关数据:

中国海关编码:

2924299090

概述:

2924299090. 其他环酰胺(包括环氨基甲酸酯)(包括其衍生物以及他们的盐). 增值税率:17.0%. 退税率:13.0%. 监管条件:无. 最惠国关税:6.5%. 普通关税:30.0%

申报要素:

品名, 成分含量, 用途, 包装

Summary:

2924299090. other cyclic amides (including cyclic carbamates) and their derivatives; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

Fmoc-L-丝氨酸甲酯(82911-78-2)合成路线

合成路线:1 步
反应条件:
参考文献:
C-Glycosyl Amino Acids through Hydroboration-Cross-Coupling of exo-Glycals and Their Application in Automated Solid-Phase Synthesis
Koch, Stefan; et al, Chemistry - A European Journal, 2013, 19(22), 7020-7041
合成路线:1 步
反应条件:
参考文献:
A Rapid and Mild Sulfation Strategy Reveals Conformational Preferences in Therapeutically Relevant Sulfated Xylooligosaccharides
Vo, Yen; et al, Chemistry - A European Journal, 2021, 27(38), 9830-9838
合成路线:1 步
反应条件:
参考文献:
Tetranuclear zinc cluster: a dual purpose catalyst for per-O-acetylation and de-O-acetylation of carbohydrates
Lin, Ting-Wei; et al, RSC Advances, 2016, 6(63), 58749-58754
合成路线:1 步
反应条件:
参考文献:
Tetranuclear zinc cluster: a dual purpose catalyst for per-O-acetylation and de-O-acetylation of carbohydrates
Lin, Ting-Wei; et al, RSC Advances, 2016, 6(63), 58749-58754
合成路线:1 步
反应条件:
参考文献:
Sterically Hindered 2,4,6-Tri-tert-butylpyridinium Salts as Single Hydrogen Bond Donors for Highly Stereoselective Glycosylation Reactions of Glycals
Ghosh, Titli; et al, Organic Letters, 2019, 21(10), 3490-3495
合成路线:1 步
反应条件:
参考文献:
Design, Syntheses, and Bioactivities of Conformationally Locked Pin1 Ground State Inhibitors
Wang, Xiaodong J., 2005, , ,
合成路线:1 步
反应条件:
参考文献:
L-serine-functionalized montmorillonite decorated with Au nanoparticles: A new highly efficient catalyst for the reduction of 4-nitrophenol
Rocha, Mariana; et al, Journal of Catalysis, 2018, 361, 143-155
合成路线:1 步
反应条件:
参考文献:
Solution-phase automated synthesis of an α-amino aldehyde as a versatile intermediate
Masui, Hisashi; et al, Beilstein Journal of Organic Chemistry, 2017, 13, 106-110
合成路线:1 步
反应条件:
参考文献:
Coupled Conformational Equilibria in β-Sheet Peptide-Dendron Conjugates
Shao, Hui; et al, Journal of the American Chemical Society, 2007, 129(7), 1884-1885
合成路线:1 步
反应条件:
参考文献:
Total synthesis and structure revision of boholamide A
Han, Fangzhi; et al, Organic Letters, 2021, 23(13), 4976-4980
合成路线:1 步
反应条件:
参考文献:
In(III) triflate-catalyzed detritylation and glycosylation by solvent-free ball milling
Kumar, Vajinder; et al, Carbohydrate Research, 2014, 397, 18-26
合成路线:1 步
反应条件:
参考文献:
Photocatalytic Cleavage of Trityl Protected Thiols and Alcohols
Murakami, Sho; et al, Synthesis, 2023, 55(9), 1367-1374
合成路线:1 步
反应条件:
参考文献:
Mild and selective sodium azide mediated cleavage of p-nitrobenzoic esters
Gomez-Vidal, Jose A.; et al, Organic Letters, 2001, 3(16), 2477-2479
合成路线:1 步
反应条件:
参考文献:
Synthesis and Applications of a Light-Fluorous Glycosyl Donor
Zhang, Fa; et al, Journal of Organic Chemistry, 2009, 74(6), 2594-2597
合成路线:1 步
反应条件:
参考文献:
Synthesis of chlorophyll-amino acid conjugates as models for modification of proteins with chromo/fluorophores
Tamiaki, Hitoshi; et al, Bioorganic & Medicinal Chemistry, 2014, 22(4), 1421-1428
合成路线:1 步
反应条件:
参考文献:
Propargyloxycarbonyl as a protecting group for the side chains of serine, threonine and tyrosine
Ramesh, Ramapanicker; et al, Journal of Chemical Sciences (Bangalore, 2008, 120(1), 163-173
合成路线:1 步
反应条件:
参考文献:
9-Fluorenylmethyl 1-benzotriazolyl carbonate(3-oxy-benzotriazolinium-1-carboxylic acid 9H-fluoren-9-ylmethyl ester)
Wardrop, Duncan J.; et al, e-EROS Encyclopedia of Reagents for Organic Synthesis, 2003, 1, 1-2
合成路线:1 步
反应条件:
参考文献:
9-Fluorenylmethyl 1-benzotriazolyl carbonate
Wardrop, Duncan J.; et al, e-EROS Encyclopedia of Reagents for Organic Synthesis, 2001, ,
合成路线:1 步
反应条件:
参考文献:
A modified fluoro-Pummerer reaction with DAST and NIS for synthesis of β-amino-α-fluoro-sulfides from corresponding β-amino-sulfides
Chen, Hongju; et al, Tetrahedron, 2015, 71(14), 2089-2094
合成路线:1 步
反应条件:
参考文献:
Synthesis of 2-Oxazolines by in Situ Desilylation and Cyclodehydration of β-Hydroxyamides
Brandstatter, Marco; et al, Journal of Organic Chemistry, 2015, 80(1), 40-51
合成路线:1 步
反应条件:
参考文献:
Exploration of the Fluoride Reactivity of Aryltrifluoroborate on Selective Cleavage of Diphenylmethylsilyl Groups
Fujiki, Katsumasa; et al, European Journal of Organic Chemistry, 2020, 2020(29), 4616-4620
合成路线:1 步
反应条件:
参考文献:
Exploration of the Fluoride Reactivity of Aryltrifluoroborate on Selective Cleavage of Diphenylmethylsilyl Groups
Fujiki, Katsumasa; et al, European Journal of Organic Chemistry, 2020, 2020(29), 4616-4620
合成路线:1 步
反应条件:
参考文献:
A Rapid and Mild Sulfation Strategy Reveals Conformational Preferences in Therapeutically Relevant Sulfated Xylooligosaccharides
Vo, Yen; et al, Chemistry - A European Journal, 2021, 27(38), 9830-9838

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