N'-(tert-Butoxycarbonyl)-N-(9-fluorenylmethyloxycarbonyl)-D-lysine pentafluorophenyl ester

Base Information

• Chemical Name: N'-(tert-Butoxycarbonyl)-N-(9-fluorenylmethyloxycarbonyl)-D-lysine pentafluorophenyl ester
• CAS No.: 133083-36-0
• Molecular Formula: C32H31F5N2O6
• Molecular Weight: 634.59
• Mol file: 133083-36-0.mol

Synonyms:(2,3,4,5,6-pentafluorophenyl) (2R)-6-(tert-butoxycarbonylamino)-2-(9H-fluoren-9-ylmethoxycarbonylamino)hexanoate;Pentafluorophenyl N6-(tert-butoxycarbonyl)-N2-[(9H-fluoren-9-ylmethoxy)carbonyl]-D-lysinate;

Chemical Property of N'-(tert-Butoxycarbonyl)-N-(9-fluorenylmethyloxycarbonyl)-D-lysine pentafluorophenyl ester

Chemical Property:

• Refractive Index: 1.543
• Boiling Point: 726.742 °C at 760 mmHg
• PKA: 10.27±0.46(Predicted)
• Flash Point: 393.319 °C
• PSA: 102.96000
• Density: 1.325 g/cm³
• LogP: 7.67160
• Storage Temp.: -15°C

Purity/Quality:

98%min ^*data from raw suppliers

Fmoc-D-Lys(Boc)-Opfp 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N'-(tert-Butoxycarbonyl)-N-(9-fluorenylmethyloxycarbonyl)-D-lysine pentafluorophenyl ester

There total 1 articles about N'-(tert-Butoxycarbonyl)-N-(9-fluorenylmethyloxycarbonyl)-D-lysine 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: 54.0%

2,3,4,5,6-pentafluorophenol (771-61-9) + Fmoc-D-Lys(BOC)-OH (92122-45-7) → Nα-Fmoc-D-Lys(Boc)-OPfp (133083-36-0)

Guidance literature:

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1016/S0040-4020(02)00513-6

Reference yield: 9.0%

Nα-Fmoc-D-Lys(Boc)-OPfp (133083-36-0) + 3-amino-propionic acid 4-[1-(4,4-dimethyl-2,6-dioxo-cyclohexylidene)-3-methyl-butylamino]-benzyl ester → 3-[6-tert-butoxycarbonylamino-2-(9H-fluoren-9-ylmethoxycarbonylamino)-hexanoylamino]-propionic acid 4-[1-(4,4-dimethyl-2,6-dioxo-cyclohexylidene)-3-methyl-butylamino]-benzyl ester

Guidance literature:

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; for 24h;

DOI:10.1016/S0040-4020(02)00513-6

Reference yield:

N-Fmoc-β-alanine (35737-10-1) + Fmoc-Tyr(tBu)-OPfp (86060-93-7) + N-α-Fmoc-L-phenylalanine pentafluorophenyl ester (86060-92-6,159505-85-8) + Nα-Fmoc-D-Lys(Boc)-OPfp (133083-36-0) → 3-[(S)-2-{(R)-6-Amino-2-[(S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-phenyl-propionylamino]-hexanoylamino}-3-(4-hydroxy-phenyl)-propionylamino]-propionic acid

Guidance literature:

Multistep reaction.;

DOI:10.1021/jm010332u

upstream raw materials:

2,3,4,5,6-pentafluorophenol

Fmoc-D-Lys(BOC)-OH

Refernces

• 1、 Watts, Paul,Wiles, Charlotte,Haswell, Stephen J,Pombo-Villar, Esteban. "Solution phase synthesis of β-peptides using micro reactors". . p. 5427 - 5439. Retrieved 2007/10/03.