171778-17-9

Basic information

• Product Name: FMOC-SER(AC)-OH
• Synonyms: N-ALPHA-FMOC-O-ACETYL-L-SERINE;N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-O-ACETYL-L-SERINE;FMOC-O-ACETYL-L-SERINE;FMOC-SERINE(AC)-OH;FMOC-SER(AC)-OH;O-Acetyl-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-serine;Fmoc-O-acetyl-L-serine99%;(9H-Fluoren-9-yl)MethOxy]Carbonyl Ser(Ac)-OH
• CAS NO: 171778-17-9
• Molecular Formula: C₂₀H₁₉NO₆
• Molecular Weight: 369.37
• Mol File: 171778-17-9.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 611.2±55.0 °C(Predicted)
• Appearance: /
• Density: 1.322
• Storage Temp.: 2-8°C
• PKA: 3.27±0.10(Predicted)
• CAS DataBase Reference: FMOC-SER(AC)-OH(CAS DataBase Reference)
• NIST Chemistry Reference: FMOC-SER(AC)-OH(171778-17-9)
• EPA Substance Registry System: FMOC-SER(AC)-OH(171778-17-9)

Safety Data

• Hazardous Substances Data: 171778-17-9(Hazardous Substances Data)

Usage

General Description

FMOC-SER(AC)-OH is a chemical compound that consists of the amino acid serine with an acetyl group attached to it and protected by a fluorophenylmethylocarbonyl (FMOC) group. FMOC-SER(AC)-OH is commonly used in the synthesis of peptides and proteins as a building block. The FMOC group serves as a temporary protective group, which can be removed under mild conditions to reveal the amino acid for further chemical reactions. The acetyl group also modifies the reactivity and properties of the serine amino acid, allowing for specific chemical reactions to occur. Overall, FMOC-SER(AC)-OH is a crucial component in the chemical synthesis of peptides and proteins.

Upstream product

• 5147-00-2 O-acetyl-L-serine 
• 82911-69-1 N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide 
• 31077-89-1 1,3,4,6-tetra-O-acetyl-2-deoxy-2-fluoro-β-D-glucopyranose 
• 73724-45-5 N-(9H-fluoren-9-ylmethoxycarbonyl)-L-serine 

Downstream Products

• 1204138-98-6 C₃₉H₄₀N₂O₉ 
• 1017294-04-0 C₅₈H₅₆N₄O₁₄ 
• 959859-99-5 (Z)-1-(3,4,5-trimethoxphenyl)-2-(3'-amino-4'-difluoromethoxyphenyl)-ethene-3'-N-serinamide 
• 886443-07-8 (S,Z)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-((5-methoxy-2-(3,4,5-trimethoxystyryl)phenyl)amino)-3-oxopropyl acetate 
• 286463-65-8 (S,Z)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-((2-methoxy-5-(3,4,5-trimethoxystyryl)phenyl)amino)-3-oxopropyl acetate 

Relevant articles and documents

Synthesis method of Na-9-fluorenylmethoxycarbonyl-O-acetyl-L-serine

The invention relates to a synthesis method of Na-9-fluorenylmethoxycarbonyl-O-acetyl-L-serine, mainly aiming at solving the technical problems that in the existing synthesis method, the aftertreatment operation is more troublesome since perchloric acid is taken as a catalyst, excessive acetyl chloride is used, and potential safety hazard is caused when ethyl ether is used for crystallizing. The method comprises the following steps: (1) dissolving solid L-serine into an acetic acid solution, dropwise adding liquid acetyl chloride, and stirring for carrying out reaction; adding the reaction liquid into a petroleum ether solution, separating out an intermediate O-acetyl-L-serine, filtering and drying; (2) dissolving the intermediate into a sodium carbonate solution, dropwise adding a 9-fluorene methyl-N-succinimido-carbonate solution dissolved in ethyl acetate, removing the excessive 9-fluorene methyl-N-succinimido-carbonate in a layering way, acidifying the water phase by using hydrochloric acid, then extracting by using an extracting agent-ethyl acetate, washing the obtained oil phase with water, removing the hydrochloric acid, and concentrating the oil phase for removing the extracting agent-ethyl acetate so as to obtain the white crystal Na-9-fluorenylmethoxycarbonyl-O-acetyl-L-serine product. The product synthesized by the method is an important raw material for synthesizing polypeptide drugs.