BOC-L-Methionine Chemical Properties

Melting point:

47-50 °C(lit.)

alpha 

-23 º (c=1.3, methanol)

Boiling point:

415.5±40.0 °C(Predicted)

Density 

1.160±0.06 g/cm3(Predicted)

refractive index 

-22 ° (C=1.3, AcOH)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

almost transparency in Methanol

form 

Powder

pka

3.83±0.10(Predicted)

color 

White to off-white

optical activity

[α]20/D 22°, c = 1 in methanol

BRN 

1727869

CAS DataBase Reference

2488-15-5(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn

Risk Statements 

20/21/22-36/37/38

Safety Statements 

24/25-36-26

WGK Germany 

3

F 

9-23

HS Code 

2930 90 98

MSDS

• Language:English Provider:Boc-D-Met-OH
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

BOC-L-Methionine Usage And Synthesis

Chemical Properties

white to off-white microcrystalline powder

Uses

N-Boc-L-methionine is an N-Boc-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: Boc solid-phase peptide synthesis

Synthesis

Example 1 [0041] 7.2 g of L-methionine was dissolved in a solvent mixture of 50 mL of water and 50 mL of acetonitrile. To this solution was added 2 g of sodium hydroxide (0.05 mol). The reaction mixture was cooled to 0 °C, followed by the slow addition of 10.9 g of di-tert-butyl dicarbonate (0.05 mol). After addition, the reaction system was gradually warmed to room temperature (24-25 °C) and the reaction was continuously stirred for 12 hours. After completion of the reaction, the acetonitrile was removed by rotary evaporation. To the residual aqueous phase, potassium carbonate was added and the pH was adjusted to 12. The aqueous phase was extracted twice with 50 mL of dichloromethane and the organic phase was discarded. To the aqueous phase, 1 N hydrochloric acid was added dropwise and the pH was adjusted to 6. The aqueous phase was again extracted twice with 50 mL of dichloromethane, the organic phases were combined, washed with 50 mL of saturated sodium chloride solution, dried with anhydrous sodium sulfate, and concentrated under reduced pressure to give viscous Boc-L-methionine (11.4 g) in 95% yield. The product was characterized by 1H NMR (500 MHz, CDCl3): δ 11.62 (br, 1H), 6.91 (br, 1H), 4.40 (m, 1H), 2.52 (t, J = 4.8 Hz, 2H), 2.05 (s, 3H), 1.92-2.15 (m, 2H), 1.42 (s, 9H). Mass spectrometry (MS) showed a molecular ion peak (M + 1) of 250.

References

[1] Antimicrobial Agents and Chemotherapy, 2017, vol. 61, # 3,
[2] Tetrahedron Letters, 1994, vol. 35, # 14, p. 2121 - 2124
[3] Patent: EP2647624, 2013, A1. Location in patent: Paragraph 0040; 0041
[4] Organic Syntheses, 1985, vol. 63, p. 160 - 160
[5] Tetrahedron Letters, 2018, p. 4267 - 4271

BOC-L-Methionine(2488-15-5)Related Product Information

• tert-Butyl carbazate
• N-Carbobenzyloxyglycine
• Zinc methionine sulfate
• 1,1'-Carbonyldiimidazole
• L-Selenomethionine
• S-ADENOSYL-L-METHIONINE
• DL-Methionine
• L-Methionine
• DI-TERT-BUTYL ETHER
• 4-N-BOC-AMINO-4-CARBOXYTETRAHYDROTHIOPYRAN
• BOC-L-METHIONINE (O),BOC-L-METHIONINE SULFOXIDE,N-ALPHA-T-BOC-L-METHIONINE-D,L-SULFOXIDE
• BOC-MET-OSU
• N-alpha-t-boc-L-methionine(dicyclohexylammoniumsaltcrystalline),Boc-L-Methionine·DCHA,Boc-L-methionine dicyclohexylamine salt
• Carbonyl iron powder
• N-BOC-D-METHIONINE,N-Boc-D-methionine, 98+%,N-ALPHA-T-BOC-D-METHIONINE,BOC-D-METHIONINE
• BOC-2-AMINO-4-(ETHYL(THIO))BUTYRIC ACID
• BOC-L-MET-O-CH2-PHI-CH2-COOH
• BOC-L-METHIONINE P-NITROPHENYL ESTER,BOC-L-METHIONINE 4-NITROPHENYL ESTER