Boc-N-methyl-L-phenylalanine

Base Information

• Chemical Name: Boc-N-methyl-L-phenylalanine
• CAS No.: 37553-65-4
• Molecular Formula: C15H21NO4
• Molecular Weight: 279.336
• Hs Code.: 2922509090
• Mol file: 37553-65-4.mol

Synonyms:L-BOC-N-methylphenylalanine;N-(tert-Butoxycarbonyl)-N-methyl-L-phenylalanine;N-(tert-Butoxycarbonyl)-N-methylphenylalanine;N-BOC-N-Methyl-L-phenylalanine;N-Methyl-N-(tert-butoxycarbonyl)-L-phenylalanine;

Chemical Property of Boc-N-methyl-L-phenylalanine

Chemical Property:

• Appearance/Colour: Faintly beige fine crystals
• Vapor Pressure: 2.75E-07mmHg at 25°C
• Melting Point: 168-170 °C
• Refractive Index: 1.529
• Boiling Point: 405 °C at 760 mmHg
• PKA: 3.90±0.10(Predicted)
• Flash Point: 198.8 °C
• PSA: 66.84000
• Density: 1.146 g/cm³
• LogP: 2.54920
• Storage Temp.: Store at RT.
• Solubility.: Chloroform (Slightly), Methanol (Slightly)

Purity/Quality:

97% ^*data from raw suppliers

Boc-N-Me-Phe-OH ≥98.0% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: N-BOC-N-Methyl-L-phenylalanine, is an amino acid building block used in peptide synthesis. With a growing peptide drug market the fast, reliable synthesis of peptides is of great importance.

Technology Process of Boc-N-methyl-L-phenylalanine

There total 35 articles about Boc-N-methyl-L-phenylalanine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) + methyl iodide (74-88-4) → Boc-N-Me-Phe-OH (37553-65-4)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(02)01602-7

Reference yield: 98.0%

Boc-D-Phe-OH (18942-49-9) + methyl iodide (74-88-4) → N-tert-butoxycarbonyl-N-methyl-D-phenylalanine (37553-65-4,64263-83-8,85466-66-6)

Guidance literature:

With sodium hydride; In tetrahydrofuran; mineral oil; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1002/hlca.201200519

Reference yield: 97.5%

(S)-methyl 2-((tert-butoxycarbonyl)(methyl)amino)-3-phenylpropanoate (37553-64-3) → Boc-N-Me-Phe-OH (37553-65-4)

Guidance literature:

With lithium hydroxide monohydrate; In tetrahydrofuran; water; at 0 - 20 ℃; for 2h;

upstream raw materials:

N-tert-butoxycarbonyl-L-phenylalanine

methyl iodide

di-tert-butyl dicarbonate

N-Methyl-L-phenylalanine

Downstream raw materials:

(S)-2-[(S)-2-(tert-Butoxycarbonyl-methyl-amino)-3-phenyl-propionylamino]-4-methyl-pentanoic acid methyl ester

Boc-(Me)Phe-Pip-OMe

Boc-MePhe-4Kps-OMe

Boc-MePhe-Tyr(Bzl)-Thr(Bzl)-Pro-Lys(Pipoc)-Ala-OPic