BOC-PHE-LEU-OME

Base Information

• Chemical Name: BOC-PHE-LEU-OME
• CAS No.: 64152-76-7
• Molecular Formula: C21H32 N2 O5
• Molecular Weight: 392.495
• Mol file: 64152-76-7.mol

Synonyms:L-Leucine,N-[N-[(1,1-dimethylethoxy)carbonyl]-L-phenylalanyl]-, methyl ester; N-tert-Butoxycarbonyl-L-phenylalanyl-L-leucinemethyl ester

Chemical Property of BOC-PHE-LEU-OME

Chemical Property:

• Vapor Pressure: 3.41E-12mmHg at 25°C
• Refractive Index: 1.504
• Boiling Point: 551.1°C at 760 mmHg
• Flash Point: 287.1°C
• PSA: 93.73000
• Density: 1.091g/cm³
• LogP: 3.60810

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of BOC-PHE-LEU-OME

There total 19 articles about BOC-PHE-LEU-OME 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: 98.0%

(S)-Leu-OMe (2666-93-5) → methyl (S)-2-((S)-2-(tert-butoxycarbonylamino)-3-phenylpropanamido)-4-methylpentanoate (64152-76-7)

Guidance literature:

In N,N-dimethyl-formamide; at 22 - 23 ℃; for 12h;

Reference yield: 95.0%

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) + methyl (L)-leucinate hydrochloride (7517-19-3) → methyl (S)-2-((S)-2-(tert-butoxycarbonylamino)-3-phenylpropanamido)-4-methylpentanoate (64152-76-7)

Guidance literature:

With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1016/S0040-4020(01)00433-1

Reference yield: 95.0%

(S)-Leu-OMe (2666-93-5) + N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) → methyl (S)-2-((S)-2-(tert-butoxycarbonylamino)-3-phenylpropanamido)-4-methylpentanoate (64152-76-7)

Guidance literature:

With 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride;

upstream raw materials:

(S)-Leu-OMe

N-tert-butoxycarbonyl-L-phenylalanine

methyl (L)-leucinate hydrochloride

N-(tert-butoxycarbonyl)-L-phenylalanine

Downstream raw materials:

Boc-Phe-Leu-Leu-NH₂

L-isoseryl-L-phenylalanyl-L-leucine methyl ester hydrochloride

(S)-2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-thiopropionylamino)-4-methyl-pentanoic acid methyl ester

methyl L-phenylalanyl-L-leucinate hydrochloride

Refernces

• 1、 Coombs, Gavin,Sak, Marcus H.,Miller, Scott J.. "Peptide-Catalyzed Fragment Couplings that Form Axially Chiral Non-C2-Symmetric Biaryls". supporting information. p. 2875 - 2880. Retrieved 2020/01/24.
• 2、 Shugrue, Christopher R.,Featherston, Aaron L.,Lackner, Rachel M.,Lin, Angela,Miller, Scott J.. "Divergent Stereoselectivity in Phosphothreonine (pThr)-Catalyzed Reductive Aminations of 3-Amidocyclohexanones". supporting information. p. 4491 - 4504. Retrieved 2018/04/26.