6-N-PHTHOLYL-2-N-Z-L-LYSINE

Base Information

• Chemical Name: 6-N-PHTHOLYL-2-N-Z-L-LYSINE
• CAS No.: 37579-45-6
• Molecular Formula: C22H22 N2 O6
• Molecular Weight: 410.42
• Hs Code.: 2925190090
• Mol file: 37579-45-6.mol

Synonyms:2H-Isoindole-2-hexanoicacid, 1,3-dihydro-1,3-dioxo-a-[[(phenylmethoxy)carbonyl]amino]-, (S)-; Na-Benzyloxycarbonyl-Ne-phthalyl-L-lysine

Chemical Property of 6-N-PHTHOLYL-2-N-Z-L-LYSINE

Chemical Property:

• Vapor Pressure: 1.06E-17mmHg at 25°C
• Refractive Index: 1.607
• Boiling Point: 648.5°Cat760mmHg
• Flash Point: 346°C
• PSA: 113.01000
• Density: 1.336g/cm³
• LogP: 3.16130

Purity/Quality:

98% ^*data from raw suppliers

6-N-PHTHOLYL-2-N-Z-L-LYSINE 98.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 6-N-PHTHOLYL-2-N-Z-L-LYSINE

There total 1 articles about 6-N-PHTHOLYL-2-N-Z-L-LYSINE 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:

N-ethoxycarbonylphthalimide (22509-74-6) + N2-[(benzyloxy)carbonyl]-L-lysine (2212-75-1) → Cbz-Lys(phthaloyl)-OH (37579-45-6)

Guidance literature:

With triethylamine; In dichloromethane; for 72h; Ambient temperature;

Reference yield: 81.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + Cbz-Lys(phthaloyl)-OH (37579-45-6) → phenylmethyl (4S)-4-[4-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)butyl]-5-oxo-1,3-oxazolidine-3-carboxylate (300560-53-6)

Guidance literature:

With camphor-10-sulfonic acid; In benzene; Heating;

DOI:10.1071/CH99082

Reference yield:

Cbz-Lys(phthaloyl)-OH (37579-45-6) → Boc-(N-Me)Lys(CONH-Ph-o-Me)-OH (131451-25-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) p-toluenesulfonic acid, 2.) triethylsilane, TFA / 1.) toluene, reflux, 48 h, 2.) CHCl₃, RT, 44 h

2: H₂ / 10percent Pd/C / methanol / 18 h

3: NEt₃ / methanol; H₂O

4: 1.) hydrazine hydrate, 2.) NEt₃ / 1.) EtOH, reflux, 3 h, 2.) DMF, 1.25 h

With triethylsilane; hydrogen; toluene-4-sulfonic acid; hydrazine hydrate; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In methanol; water;

upstream raw materials:

N-ethoxycarbonylphthalimide

N₂-[(benzyloxy)carbonyl]-L-lysine

Downstream raw materials:

N^α-benzyloxycarbonyl-N^α-methyl-N^ε-phthaloyl-L-lysine

phenylmethyl (4S)-4-[4-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)butyl]-5-oxo-1,3-oxazolidine-3-carboxylate

phenylmethyl [(1S)-1-(diazoacetyl)-5-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)pentyl]methylcarbamate

(3S)-7-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-3-(methyl{[(phenylmethyl)oxy]carbonyl}amino)heptanoic acid

Refernces