ChemicalBook--->CAS DataBase List--->71989-28-1

71989-28-1

71989-28-1 Structure

71989-28-1 Structure
IdentificationMore
[Name]

FMOC-L-Methionine
[CAS]

71989-28-1
[Synonyms]

9-FLUORENYLMETHOXYCARBONYL-L-METHIONINE
FMOC-L-MET
FMOC-L-METHIONINE
FMOC-L-MET-OH
FMOC-MET
FMOC-METHIONINE
FMOC-MET-OH
N-(9-FLUORENYLMETHOXYCARBONYL)-L-METHIONINE
N-9-FLUORENYLMETHYLOXYCARBONYL-L-METHIONINE
N-[(9H-FLUOREN-9-YLMETHOXY)CARBONYL]-L-METHIONINE
N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-L-METHIONINE
N-ALPHA-(9-FLUORENYLMETHYLOXYCARBONYL)-L-METHIONINE
N-ALPHA-FMOC-L-METHIONINE
N-FLUORENYLMETHOXYCARBONYL-L-METHIONINE
N-FMOC-L-MET
N-FMOC-L-METHIONINE
N-FMOC-MET-OH
FMOC-L-METHIONINE 98%
L-Methionine-N-FMOC-UL-13C5, 15N
N-(9-FLUORENYLMETHOXYCARBONYL)-L-METHIONINE(FMOC-L-MET-OH)
[EINECS(EC#)]

276-258-5
[Molecular Formula]

C20H21NO4S
[MDL Number]

MFCD00037134
[Molecular Weight]

371.45
[MOL File]

71989-28-1.mol
Chemical PropertiesBack Directory
[Appearance]

white to light yellow crystal powde
[Melting point ]

121-123 °C(lit.)
[alpha ]

-29 º (c=1,DMF 24 ºC)
[Boiling point ]

614.6±55.0 °C(Predicted)
[density ]

1.2053 (rough estimate)
[refractive index ]

-29.5 ° (C=1, DMF)
[storage temp. ]

2-8°C
[solubility ]

very faint turbidity in Methanol
[form ]

Granular Powder
[pka]

3.72±0.10(Predicted)
[color ]

White
[Optical Rotation]

[α]20/D -29.5±1.5°, c = 1% in DMF
[Detection Methods]

HPLC,NMR
[BRN ]

4300266
[Major Application]

peptide synthesis
[InChI]

InChI=1S/C20H21NO4S/c1-26-11-10-18(19(22)23)21-20(24)25-12-17-15-8-4-2-6-13(15)14-7-3-5-9-16(14)17/h2-9,17-18H,10-12H2,1H3,(H,21,24)(H,22,23)/t18-/m0/s1
[InChIKey]

BUBGAUHBELNDEW-SFHVURJKSA-N
[SMILES]

C(O)(=O)[C@H](CCSC)NC(OCC1C2=C(C=CC=C2)C2=C1C=CC=C2)=O
[CAS DataBase Reference]

71989-28-1(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S27:Take off immediately all contaminated clothing .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
[WGK Germany ]

3
[HS Code ]

29309099
[Storage Class]

11 - Combustible Solids
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

FMOC-L-Methionine(71989-28-1).msds
Hazard InformationBack Directory
[Chemical Properties]

white to light yellow crystal powde
[Uses]

N-Fmoc-L-methionine is an N-Fmoc-protected form of L-Methionine (M260440). L-Methionine is an essential amino acid that is obtained from our diet. L-Methionine can be found in grain legumes (such as lentils), and poultry. L-Methionine’s main function is to act as the primary “Start” sequence on mRNA so that the ribosomes can start translating the mRNA into proteins.
[reaction suitability]

reaction type: Fmoc solid-phase peptide synthesis
[Synthesis]

L-Methionine

63-68-3

N-(9-Fluorenylmethoxycarbonyloxy)succinimide

82911-69-1

FMOC-L-Methionine

71989-28-1

Synthesis of Fmoc-L-methionine: 6 mmol of L-methionine and 6.3 mmol of 9-fluorenylmethyl-N-succinimidyl carbonate (Fmoc-OSu) were dissolved in 20 mL of N,N-dimethylformamide (DMF). Subsequently, 6.3 mmol of sodium bicarbonate (NaHCO3) was added to the reaction mixture to neutralize the acid produced during the reaction and to remove the solvent and residual amines. The reaction mixture was stirred at 50 °C overnight. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure to give the crude product. The crude product was purified to afford the target compound Fmoc-L-methionine in 78% yield.

[References]

[1] Patent: CN105622471, 2016, A. Location in patent: Paragraph 0019; 0020
[2] Synthetic Communications, 2009, vol. 39, # 11, p. 2022 - 2031
[3] Bioorganic and Medicinal Chemistry Letters, 2016, vol. 26, # 13, p. 2980 - 2983
Spectrum DetailBack Directory
[Spectrum Detail]

FMOC-L-Methionine(71989-28-1)MS
FMOC-L-Methionine(71989-28-1)1HNMR
FMOC-L-Methionine(71989-28-1)13CNMR
FMOC-L-Methionine(71989-28-1)IR1
FMOC-L-Methionine(71989-28-1)IR2
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

FMOC-L-Methionine, 98%(71989-28-1)
[Alfa Aesar]

N-Fmoc-L-methionine, 98+%(71989-28-1)
[Sigma Aldrich]

71989-28-1(sigmaaldrich)
[TCI AMERICA]

N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-methionine,>98.0%(LC)(T)(71989-28-1)
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