9-Fluorenylmethyl Succinimidyl Carbonate(FMOC-OSu) 9-芴甲基 N-琥珀酰亚胺基碳酸酯

CAS 82911-69-1 MFCD00010733

化学结构图

82911-69-1
SMILES: O=C(OCC1c2ccccc2-c2ccccc21)ON1C(=O)CCC1=O

化学属性

Mol. FormulaC19H15NO5
Mol. Weight337
Melting Point150-153
TSCANo
Density1.42
Appearance 白色结晶。
Boiling Point150-153°C

别名和识别编码

Chemical Name9-Fluorenylmethyl Succinimidyl Carbonate(FMOC-OSu)
CAS Number82911-69-1
Synonym FMOC N-HYDROXYSUCCINIMIDE ESTER 9-Fluorenylmethyl N-succinimidyl carbonate; N-(9-Fluorenylmethoxycarbonyloxy)succinimide 9-芴甲基-N-琥珀酰亚胺基碳酸酯 N-(9-FLUORENYLMETHYLOXYCARBONYLOXY)-SUCCINIMIDE 9-芴甲基-N-琥珀酰亚胺基碳酸酯(Fmoc-OSu) CARBONIC ACID 2,5-DIOXO-PYRROLIDIN-1-YL ESTER 9H-FLUOREN-9-YLMETHYL ESTER N-(9H-FLUOREN-2-YLMETHOXYCARBONYLOXY)SUCCINIMIDE 9-FLUORENYLMETHYL N-HYDROXYSUCCINIMIDYL CARBONATE 9-芴甲基 N-琥珀酰亚胺基碳酸酯
MDL NumberMFCD00010733
PubChem Substance ID134122
Beilstein Registry Number3569540
EC Number433-520-5
Alfabeta NameFLUORENYLMETHOXYCARBONYLOXYPYRROLIDINEDIONE H19925[]()-------,{}
Reaxys-RN3569540
Chemical Name Translation9-芴甲基 N-琥珀酰亚胺基碳酸酯
LabNetwork Molecule IDLN00009342
InChIKeyWMSUFWLPZLCIHP-UHFFFAOYSA-N
InChIInChI=1S/C19H15NO5/c21-17-9-10-18(22)20(17)25-19(23)24-11-16-14-7-3-1-5-12(14)13-6-2-4-8-15(13)16/h1-8,16H,9-11H2
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分类

  • {SNA} Amine Protection, Chemical Biology, Chemical Synthesis, Others, Peptide Chemistry, Protecting and Derivatizing Reagents, Protection and Derivatization, Synthetic Reagents
  • Heterocycles
  • {SNA} Amine Protection, Chemical Biology, Chemical Synthesis, Other Protecting and Derivatizing Reagents, Peptide Chemistry, Protecting and Derivatizing Reagents, Protection and Derivatization, Synthetic Reagents
  • Miscellaneous Reagents

产品应用

  • 用于制备Fmoc-氨基酸衍生物，可以避免混合酸酐法中出现的一些问题，可以选择性地保护含羟基氨基酸。但二肽的形成效率要低于芴甲氧羰酰氯(Fmoc-Cl)。也可用于合成糖肽。

相关文献及参考

  • Thakkar, A., et al.: Anal. Chem., 78, 5935 (2006),
  • Heidenreich, O., et al.: J. Biol. Chem., 269, 2131 (1994),
  • Kothe, U., et al.: Anal. Biochem., 356, 148 (2006),
  • Reagent for the preparation of Fmoc derivatives of amino acids, avoiding problems arising from mixed anhydride formation; preferred especially for the protection of hydroxy amino acids: Can. J. Chem., 60, 976 (1982); Biopolymers, 22, 2157 (1983); Synthesis, 671 (1978). For peptide reagents, see Appendix 6.

安全信息

WGK Germany3
GHS Symbol
Precautionary statements
  • P362 Take off contaminated clothing and wash before reuse. 脱掉污染的衣服，清洗后方可重新使用
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P305+P351+P338
  • P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
  • P332+P313
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
  • P301+P312+P330
  • P302+P350
  • P337+P313
  • P308+P313
  • P302+P352+P332+P313+P362+P364
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • P201 Obtain special instructions before use. 使用前获取专门指示。
  • P302+P352+P333+P313+P362+P364
Hazard statements
  • H315 Causes skin irritation 会刺激皮肤
  • H302 Harmful if swallowed 吞食有害
  • H411 Toxictoaquaticlifewithlonglastingeffects 对水生生物有毒性并具有长期影响。
  • H317 May cause an allergic skin reaction 可能导致皮肤过敏
Signal word Warning
Personal Protective Equipment Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
Safety Statements
  • S24 Avoid contact with skin 避免皮肤接触；
  • S61 Avoid release to the environment. Refer to special instructions/safety data sheet 避免释放到环境中，参考特别指示/安全收据说明书；
  • S37 Wear suitable gloves 戴适当手套；
  • S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 眼睛接触后，立即用大量水冲洗并征求医生意见；
  • S36/37/39 Wear suitable protective clothing, gloves and eye/face protection 穿戴适当的防护服、手套和眼睛/面保护；
  • S24/25 Avoid contact with skin and eyes 避免皮肤和眼睛接触；
  • S22 Do not breathe dust 不要吸入粉尘；
Packing GroupIII
UN Number UN3077 3077
Risk Statements
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
  • R51/53
  • R43 May cause sensitisation by skin contact 皮肤接触会产生过敏反应
  • R22 Harmful if swallowed 吞咽有害
Storage condition Moisture Sensitive 0-10 储存温度： 2-8°C 0-10°C 2-8°C
Warnings IRRITANT
Hazard Codes 9
Hazard Class9

其他信息

  • Hazard Note:Moisture Sensitive
  • 下游产品:[2-[2-(Fmoc-氨基)乙氧基]乙氧基]乙酸
  • TCI Shanghai:9-芴甲基琥珀酰亚氨基碳酸酯 9-Fluorenylmethyl N-Succinimidyl Carbonate,>;98.0%(T)(82911-69-1)
  • 存储注意事项:湿度敏感
  • 用途三:用于制备Fmoc-氨基酸衍生物，可以避免混合酸酐法中出现的一些问题，可以选择性地保护含羟基氨基酸。但二肽的形成效率要低于芴甲氧羰酰氯(Fmoc-Cl)。也可用于合成糖肽。
  • Sigma Aldrich:82911-69-1(sigmaaldrich)
  • 敏感性:Moisture Sensitive
  • 9-芴甲基-N-琥珀酰亚胺基碳酸酯价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/08/23 xw020105 9-芴甲基-N-琥珀酰亚胺基碳酸酯 25g 160元 2011/04/16 F0239 N-[(9H-芴-9-基甲氧基)羰氧基]琥珀酰亚胺 N-[(9H-Fluoren-9-ylmethoxy)carbonyloxy]succinimide 25G 1440元 2011/04/16 F0239 N-[(9H-芴-9-基甲氧基)羰氧基]琥珀酰亚胺 N-[(9H-Fluoren-9-ylmethoxy)carbonyloxy]succinimide 5G 478元
  • 用途一:用作氨基酸保护剂
  • F:10-21
  • 用途二:医药中间体。
  • Alfa Aesar:N-(9-亚芴基甲氧基羰基）琥珀酰胺,98% N-(9-Fluorenylmethoxycarbonyloxy)succinimide, 98%(82911-69-1)
  • 检测方法:HPLC(RID),NMR
  • MOL 文件:82911-69-1.mol
  • Acros Organics:N-(9H-芴-2-甲氧基羰酰氧基)琥珀酰亚胺 N-(9H-Fluoren-2-ylmethoxycarbonyloxy)succinimide, 98%(82911-69-1)

系列性分类

  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Heterocyclic Building Blocks 杂环合成砌块
  4. Indazoles 吲唑
  1. Chemical Synthesis 化学合成
  2. Chemical Biology 生物化学
  3. Peptide Chemistry 多肽化学
  4. Amine Protection - Peptide Chemistry
  1. Chemical Synthesis 化学合成
  2. Synthetic Reagents 合成试剂
  3. Protection and Derivatization - Synthetic Reagents
  4. Protecting and Derivatizing Reagents - Protection and Derivatization
  5. Others - Protecting and Derivatizing Reagents
  1. Chemical Synthesis 化学合成
  2. Synthetic Reagents 合成试剂
  3. Protection and Derivatization - Synthetic Reagents
  4. Protecting and Derivatizing Reagents - Protection and Derivatization
  5. Others - Protecting and Derivatizing Reagents
  1. Chemical Synthesis 化学合成
  2. Synthetic Reagents 合成试剂
  3. Condensation & Active Esterification
  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Chemicals by Class 化学分类法
  4. Fluorenes & Fluorenones
  1. Functional Group 官能团索引
  2. carbonic acid monoester
  1. Life Science 生命科学
  2. Biochemistry / Glyco-Chemistry
  3. Peptide Synthesis

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