Boc-alanine pentafluorophenyl ester

Base Information

• Chemical Name: Boc-alanine pentafluorophenyl ester
• CAS No.: 50903-48-5
• Molecular Formula: C14H14 F5 N O4
• Molecular Weight: 355.261
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID00198936
• Nikkaji Number: J1.548.282F
• Wikidata: Q83071795
• Mol file: 50903-48-5.mol

Synonyms:Boc-Ala-OPfp;Boc-alanine pentafluorophenyl ester;tert-butoxycarbonyl-alanine pentafluorophenyl ester

Chemical Property of Boc-alanine pentafluorophenyl ester

Chemical Property:

• Vapor Pressure: 5.22E-06mmHg at 25°C
• Boiling Point: 381°Cat760mmHg
• Flash Point: 184.2°C
• PSA: 68.12000
• Density: 1.367g/cm³
• LogP: 3.40510
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 6
• Exact Mass: 355.08429874
• Heavy Atom Count: 24
• Complexity: 457

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(=O)OC1=C(C(=C(C(=C1F)F)F)F)F)NC(=O)OC(C)(C)C
• Isomeric SMILES: C[C@@H](C(=O)OC1=C(C(=C(C(=C1F)F)F)F)F)NC(=O)OC(C)(C)C

Technology Process of Boc-alanine pentafluorophenyl ester

There total 3 articles about Boc-alanine pentafluorophenyl ester 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%

L-N-Boc-Ala (15761-38-3) + bis(pentafluorophenyl)sulfite (96157-57-2) → N-tert.butyloxycarbonyl-alanine pentafluorophenyl ester (50903-48-5)

Guidance literature:

With pyridine; at 20 ℃;

DOI:10.1007/BF00952635

Reference yield:

2,3,4,5,6-pentafluorophenol (771-61-9) → N-tert.butyloxycarbonyl-alanine pentafluorophenyl ester (50903-48-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / pyridine, SOCl₂ / diethyl ether / 0.5 h / 0 - 20 °C

2: 98 percent / pyridine / 20 °C

With pyridine; thionyl chloride; In diethyl ether;

DOI:10.1007/BF00952635

Reference yield:

→ N-tert.butyloxycarbonyl-alanine pentafluorophenyl ester (50903-48-5)

Guidance literature:

Perfluoracetanhydrid, Pentafluorphenol, Boc-Ala;

upstream raw materials:

L-N-Boc-Ala

bis(pentafluorophenyl)sulfite

2,3,4,5,6-pentafluorophenol

Downstream raw materials:

Boc-L-Ala-L-pGlu-OBn

C₆₁H₉₃N₉O₁₄Si₂

C₅₅H₇₉N₉O₁₃Si

Boc-Ala-D-Trp-Phe-D-Pro-Pro-OMe