N2-(BENZYLOXYCARBONYL)-N6-TRIFLUOROACETYL-L-LYSINE 95

Base Information

• Chemical Name: N2-(BENZYLOXYCARBONYL)-N6-TRIFLUOROACETYL-L-LYSINE 95
• CAS No.: 14905-30-7
• Molecular Formula: C16H19 F3 N2 O5
• Molecular Weight: 376.332
• Hs Code.: 2924299090
• Mol file: 14905-30-7.mol

Synonyms:L-Lysine,N2-[(phenylmethoxy)carbonyl]-N6-(trifluoroacetyl)- (9CI); Lysine, N2-carboxy-N6-(trifluoroacetyl)-,N2-benzyl ester, L- (8CI)

Chemical Property of N2-(BENZYLOXYCARBONYL)-N6-TRIFLUOROACETYL-L-LYSINE 95

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 88-95
• Refractive Index: 1.502
• Boiling Point: 566.161°C at 760 mmHg
• Flash Point: 296.204°C
• PSA: 104.73000
• Density: 1.325g/cm³
• LogP: 2.99660
• Storage Temp.: Store at 0-5°C

Purity/Quality:

98.5% ^*data from raw suppliers

Z-Lys(tfa)-oh ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Z-Lys(tfa)-oh is an intermediate used in the synthesis of some oligopeptides containing lysine and glutamic acid residues.

Technology Process of N2-(BENZYLOXYCARBONYL)-N6-TRIFLUOROACETYL-L-LYSINE 95

There total 5 articles about N2-(BENZYLOXYCARBONYL)-N6-TRIFLUOROACETYL-L-LYSINE 95 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%

ethyl trifluoroacetate, (383-63-1) + N2-[(benzyloxy)carbonyl]-L-lysine (2212-75-1) → (2S)-2-{[(benzyloxy)carbonyl]amino}-6-[(trifluoroacetyl)amino]hexanoic acid (14905-30-7)

Guidance literature:

With potassium carbonate; In 1,4-dioxane; for 1h;

DOI:10.1021/jm010127e

Reference yield: 26.0%

N2-[(benzyloxy)carbonyl]-L-lysine (2212-75-1) + trifluoroacetic anhydride (407-25-0) → (2S)-2-{[(benzyloxy)carbonyl]amino}-6-[(trifluoroacetyl)amino]hexanoic acid (14905-30-7)

Guidance literature:

With pyridine; at 20 ℃; for 24h;

DOI:10.1021/jm0497592

Reference yield:

ethyl-thiol-trifluoroacetate + N2-[(benzyloxy)carbonyl]-L-lysine (2212-75-1) → (2S)-2-{[(benzyloxy)carbonyl]amino}-6-[(trifluoroacetyl)amino]hexanoic acid (14905-30-7)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; sodium hydrogencarbonate;

upstream raw materials:

(S)-6-trifluoroacetylamino-2-aminohexanoic acid

benzyl chloroformate

ethyl trifluoroacetate,

N₂-[(benzyloxy)carbonyl]-L-lysine

Downstream raw materials:

TFA-Lys(Z)-Gly-OBu-t

N-α-carbenzoxy-N-ε-methyl-L-lysine

TFA-Lys(Z)-Gly

methyl (2S)-2-{[(benzyloxy)carbonyl]amino}-6-[methyl(trifluoroacetyl)amino]hexanoate

Refernces

• 1、 -. "Compounds and Compositions as Channel Activating Protease Inhibitors". Page/Page column 30-31. . Retrieved 2008/06/13.
• 2、 Xue,Voss,Nelson,Duan,Cherney,Jacobson,He,Roderick,Chen,Corbett,Wang,Meyer,Kennedy,Degrado,Hardman,Teleha,Jaffee,Liu,Copeland,Covington,Christ,Trzaskos,Newton,Magolda,Wexler,Decicco. "Design, synthesis, and structure-activity relationships of macrocyclic hydroxamic acids that inhibit tumor necrosis factor α release in vitro and in vivo". . p. 2636 - 2660. Retrieved 2007/10/03.