Cas no 82911-78-2 (Fmoc-Ser-OMe)

Fmoc-Ser-OMe (Fmoc-Serine methyl ester) is a protected serine derivative widely used in peptide synthesis. The Fmoc (9-fluorenylmethoxycarbonyl) group serves as an N-terminal protecting group, offering stability under basic conditions while being readily cleaved under mild basic conditions. The methyl ester (OMe) protects the carboxyl group, enhancing solubility and facilitating selective deprotection. This compound is particularly valuable in solid-phase peptide synthesis (SPPS), where orthogonal protection strategies are essential. Its high purity and reliable performance make it a preferred choice for constructing complex peptides with serine residues. The product is compatible with standard Fmoc-based protocols, ensuring efficient incorporation into peptide chains while minimizing side reactions.
Fmoc-Ser-OMe structure
Fmoc-Ser-OMe structure
Product Name:Fmoc-Ser-OMe
CAS No:82911-78-2
MF:C19H19NO5
MW:341.357865571976
MDL:MFCD00672334
CID:60518
Update Time:2025-10-16

Fmoc-Ser-OMe Chemical and Physical Properties

Names and Identifiers

    • (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
    • MDL: MFCD00672334
    • 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
    • InChI Key: QQQVLIVWQMWACQ-KRWDZBQOSA-N
    • SMILES: C(C1C2C=CC=CC=2C2C=CC=CC1=2)OC(=O)N[C@@H](CO)C(=O)OC

Computed Properties

  • Exact Mass: 341.12600
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 25
  • Rotatable Bond Count: 8

Experimental Properties

  • Melting Point: 128-130°C
  • PSA: 88.35000
  • LogP: 2.26340
  • Specific Rotation: +7 ~ +11° (c=1.1, CHCl3)

Fmoc-Ser-OMe Security Information

Fmoc-Ser-OMe Customs Data

  • HS CODE:2924299090
  • Customs Data:

    China Customs Code:

    2924299090

    Overview:

    2924299090. Other cyclic amides(Including cyclic carbamates)(Including their derivatives as well as their salts). VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to, packing

    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-Ser-OMe Pricemore >>

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Fmoc-Ser-OMe Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Sodium bicarbonate Solvents: 1,4-Dioxane ,  Water ;  30 min, 0 °C; overnight, 0 °C
Reference
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

Production Method 2

Reaction Conditions
1.1 Reagents: Sodium bicarbonate Solvents: 1,4-Dioxane ,  Water ;  5 h, 25 °C
1.2 Reagents: Hydrochloric acid Solvents: Water ;  25 °C
Reference
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

Production Method 3

Reaction Conditions
1.1 Catalysts: 2,4,6-Triphenylpyrylium tetrafluoroborate Solvents: Dichloromethane ;  5 min, rt; 2 h, rt
Reference
Photocatalytic Cleavage of Trityl Protected Thiols and Alcohols
Murakami, Sho; et al, Synthesis, 2023, 55(9), 1367-1374

Production Method 4

Reaction Conditions
1.1 Reagents: Potassium carbonate Solvents: Dimethylformamide ;  30 min, rt; rt → 0 °C
1.2 0 °C
Reference
Synthesis and Applications of a Light-Fluorous Glycosyl Donor
Zhang, Fa; et al, Journal of Organic Chemistry, 2009, 74(6), 2594-2597

Production Method 5

Reaction Conditions
1.1 Solvents: Diethyl ether ;  30 min, rt
1.2 Solvents: Water ;  rt
Reference
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

Production Method 6

Reaction Conditions
1.1 Reagents: Sodium bicarbonate Solvents: Acetone
Reference
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

Production Method 7

Reaction Conditions
1.1 Reagents: Sodium bicarbonate Solvents: Ethyl acetate ,  Water ;  45 min, 0 °C
Reference
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

Production Method 8

Reaction Conditions
1.1 Reagents: Borate(1-), trifluoro(4-methylphenyl)-, potassium (1:1), (T-4)- Solvents: Dimethyl sulfoxide ;  24 h, 37 °C
Reference
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

Production Method 9

Reaction Conditions
1.1 Reagents: Sulfuric acid Solvents: Methanol ,  Ethyl acetate ;  5 min, 50 °C; cooled
1.2 Reagents: Sodium bicarbonate ;  neutralized
Reference
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

Production Method 10

Reaction Conditions
1.1 Reagents: Sodium bicarbonate Solvents: Tetrahydrofuran ,  Water ;  1 h, 0 °C; 0 °C → 18 °C; 18 h, 18 °C
Reference
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

Production Method 11

Reaction Conditions
1.1 Catalysts: Zincate(1-), μ4-oxohexakis[μ-(2,2,2-trifluoroacetato-κO:κO′)](2,2,2-trifluoroace… Solvents: Methanol ;  12 h, 70 °C
Reference
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

Production Method 12

Reaction Conditions
1.1 Catalysts: Zincate(1-), μ4-oxohexakis[μ-(2,2,2-trifluoroacetato-κO:κO′)](2,2,2-trifluoroace… Solvents: Methanol ;  12 h, 70 °C
Reference
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

Production Method 13

Reaction Conditions
1.1 Reagents: Thionyl chloride ;  > 1 min, 0 °C
1.2 0 °C; 4 h, 0 °C
Reference
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

Production Method 14

Reaction Conditions
1.1 Reagents: Thionyl chloride Solvents: Methanol
Reference
Design, Syntheses, and Bioactivities of Conformationally Locked Pin1 Ground State Inhibitors
Wang, Xiaodong J., 2005, , ,

Production Method 15

Reaction Conditions
1.1 Reagents: Dowex 50WX2 ;  overnight, reflux
Reference
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

Production Method 16

Reaction Conditions
1.1 Reagents: Sodium bicarbonate Solvents: 1,4-Dioxane ,  Water ;  30 min, rt
1.2 rt; 24 h, rt
Reference
Coupled Conformational Equilibria in β-Sheet Peptide-Dendron Conjugates
Shao, Hui; et al, Journal of the American Chemical Society, 2007, 129(7), 1884-1885

Production Method 17

Reaction Conditions
1.1 Reagents: Sodium bicarbonate Solvents: Tetrahydrofuran ,  Water ;  rt
Reference
Total synthesis and structure revision of boholamide A
Han, Fangzhi; et al, Organic Letters, 2021, 23(13), 4976-4980

Production Method 18

Reaction Conditions
1.1 Catalysts: Indium triflate ;  15 min, rt
Reference
In(III) triflate-catalyzed detritylation and glycosylation by solvent-free ball milling
Kumar, Vajinder; et al, Carbohydrate Research, 2014, 397, 18-26

Production Method 19

Reaction Conditions
1.1 Reagents: Sodium azide Solvents: Methanol
Reference
Mild and selective sodium azide mediated cleavage of p-nitrobenzoic esters
Gomez-Vidal, Jose A.; et al, Organic Letters, 2001, 3(16), 2477-2479

Production Method 20

Reaction Conditions
1.1 Reagents: Benzenemethanaminium, N,N,N-triethyl-, (T-4)-tetrathioxomolybdate(2-) (2:1) Solvents: Acetonitrile ;  1 h, 28 °C
Reference
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

Production Method 21

Reaction Conditions
1.1 Catalysts: Sodium bicarbonate Solvents: Acetone
Reference
9-Fluorenylmethyl 1-benzotriazolyl carbonate
Wardrop, Duncan J.; et al, e-EROS Encyclopedia of Reagents for Organic Synthesis, 2001, ,

Production Method 22

Reaction Conditions
1.1 Reagents: Sodium bicarbonate Solvents: Methanol ,  Water ;  rt → 0 °C
1.2 0 °C → rt; overnight, 70 °C; 70 °C → rt
1.3 Reagents: Sodium bicarbonate Solvents: Water ;  rt
Reference
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

Production Method 23

Reaction Conditions
1.1 Solvents: Methanol ,  Hexane ;  rt
1.2 Reagents: Acetic acid ;  rt
Reference
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

Fmoc-Ser-OMe Raw materials

Fmoc-Ser-OMe Preparation Products

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