ChemicalBook > CAS DataBase List > Fmoc-N-methyl-L-phenylalanine

Fmoc-N-methyl-L-phenylalanine

Product Name
Fmoc-N-methyl-L-phenylalanine
CAS No.
77128-73-5
Chemical Name
Fmoc-N-methyl-L-phenylalanine
Synonyms
FMOC-MEPHE-OH;FMOC-L-MEPHE-OH;FMOC-N-ME-PHE-OH;FMOC-N-ME-L-PHE-OH;FMOC-N-ME-PHE 98.5+%;FMOC-N-ME-PHENYLALANINE;Fmoc-N-Me-Phe-OH;Fmoc-N-mety)-L-phenylalanine;FMOC-N-METHYL-L-PHENYLALANINE;Fmoc-N-α-methyl-L-Phenylalanine
CBNumber
CB4197124
Molecular Formula
C25H23NO4
Formula Weight
401.45
MOL File
77128-73-5.mol
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Fmoc-N-methyl-L-phenylalanine Property

Melting point:
132.0 to 136.0 °C
Boiling point:
595.4±39.0 °C(Predicted)
Density 
1.260±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
Soluble in DMF. (0.3gram in 2ml)
pka
3.78±0.10(Predicted)
form 
Powder
color 
Off-white
optical activity
[α]20/D 55.0±3°, c = 1% in DMF
BRN 
4768138
InChI
InChI=1S/C25H23NO4/c1-26(23(24(27)28)15-17-9-3-2-4-10-17)25(29)30-16-22-20-13-7-5-11-18(20)19-12-6-8-14-21(19)22/h2-14,22-23H,15-16H2,1H3,(H,27,28)/t23-/m0/s1
InChIKey
GBROUWPNYVBLFO-QHCPKHFHSA-N
SMILES
C(O)(=O)[C@H](CC1=CC=CC=C1)N(C(OCC1C2=C(C=CC=C2)C2=C1C=CC=C2)=O)C
CAS DataBase Reference
77128-73-5(CAS DataBase Reference)
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Safety

Safety Statements 
22-24/25
WGK Germany 
3
HS Code 
2924 29 70
HazardClass 
IRRITANT
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H312Harmful in contact with skin

H332Harmful if inhaled

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P330Rinse mouth.

P362Take off contaminated clothing and wash before reuse.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
8.52137
Product name
Fmoc-N-Me-Phe-OH
Purity
Novabiochem?
Packaging
1g
Price
$118
Updated
2025/07/31
Sigma-Aldrich
Product number
8.52137
Product name
Fmoc-N-Me-Phe-OH
Purity
Novabiochem?
Packaging
5G
Price
$473
Updated
2025/07/31
TCI Chemical
Product number
F1167
Product name
N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-N-methyl-L-phenylalanine
Purity
>98.0%(HPLC)(T)
Packaging
1g
Price
$40
Updated
2025/07/31
TCI Chemical
Product number
F1167
Product name
N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-N-methyl-L-phenylalanine
Purity
>98.0%(HPLC)(T)
Packaging
5g
Price
$121
Updated
2025/07/31
TRC
Product number
F641508
Product name
Fmoc-mephe-oh
Packaging
100mg
Price
$45
Updated
2021/12/16
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Fmoc-N-methyl-L-phenylalanine Chemical Properties,Usage,Production

Chemical Properties

White to off-white powder

Uses

N-Fmoc-N-methyl-L-phenylalanine is used in agrochemical, pharmaceutical and dyestuff field.

reaction suitability

reaction type: Fmoc solid-phase peptide synthesis

Synthesis

84000-03-3

77128-73-5

Fmoc-phenylalanyl oxazolidinone (4.60 g, 11.6 mmol) was dissolved in chloroform (58 mL). To this solution, trifluoroacetic acid (2.68 mL, 34.8 equiv) and triethylsilane (5.56 mL, 34.8 equiv) were added sequentially. The reaction mixture was stirred at room temperature until the reaction was complete (24-72 hours). Upon completion of the reaction, the solution was concentrated and subsequently partitioned between ether and saturated sodium bicarbonate solution. The aqueous phase was combined, acidified to pH 2 with 5 M hydrochloric acid and extracted with ethyl acetate. The organic phase was collected, dried with anhydrous magnesium sulfate and concentrated to give a dark yellow oily product. The crude product was dissolved in dichloromethane and repeatedly evaporated to yield Fmoc-N-methylphenylalanine as a brown solid (3.73 g, 80% yield): melting point 106-107 °C; low-resolution mass spectrometry (ESI) m/z [M + H]+ 402.1 (100%); 1H NMR (300 MHz, CDCl3) δH (ppm) (rotated isomer ) 7.74 (2H, d, J = 7.5 Hz, ArH), 7.49 (1H, d, J = 7.8 Hz, ArH), 7.43 (1H, t, J = 6.9 Hz, ArH), 7.37 (2H, t, J = 7.5 Hz, ArH), 7.25-7.21 (6H, m, ArH), 6.95 (1H, d, J = 6.3 Hz , ArH), 4.89 (1H, dd, J = 5.1, 11.1 Hz, NCHCOOH), 4.59-4.53 (1H, m, (Ar)2CHCH2), 4.38 (2H, d, J = 14.4 Hz, CHCH2O), 3.41-3.35 (1H, m, CHCHHAr), 3.16-3.08 (1H m, CHCHHAr), 2.77 (3H, s, NCH3), 2.75 (3H, s, NCH3) (1H NMR data are consistent with literature reports); 13C NMR (75 MHz, CDCl3) δC (ppm) 175.5, 156.5, 143.4, 140.9, 136.4, 128.4, 128.3, 127.3, 126.7, 126.5, 124.6, 124.3, 119.6, 67.6, 60.7, 46.7, 34.3, 32.3.

IC 50

Plasmodium

References

[1] Journal of Organic Chemistry, 2005, vol. 70, # 17, p. 6918 - 6920
[2] European Journal of Organic Chemistry, 2013, # 21, p. 4509 - 4513
[3] Tetrahedron, 2014, vol. 70, # 14, p. 2351 - 2358
[4] Tetrahedron Letters, 2006, vol. 47, # 11, p. 1691 - 1694
[5] Angewandte Chemie - International Edition, 2008, vol. 47, # 14, p. 2595 - 2599

Fmoc-N-methyl-L-phenylalanine Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Fmoc-N-methyl-L-phenylalanine manufacturers

Shenzhen Nexcon Pharmatechs Ltd.
Product
Fmoc-N-methyl-L-phenylalanine 77128-73-5
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
2000
Release date
2025-04-22
Sichuan HongRi Pharma-Tech Co.,Ltd
Product
Fmoc-N-Me-L-Phe-OH 77128-73-5
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1T+
Release date
2024-04-13
Shanghai Getian Industrial Co., LTD
Product
Fmoc-N-methyl-L-phenylalanine 77128-73-5
Price
US $23.00-19.00/box
Min. Order
1box
Purity
99%
Supply Ability
100000box
Release date
2024-05-14

77128-73-5, Fmoc-N-methyl-L-phenylalanineRelated Search:


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  • Nα-Fmoc-Nα-Methyl-L-phenylalanine
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