N-alpha-(4-4-Dimethyl-2,6-dioxocyclohex-1-ylidene)ethyl-N-epsilon-allyloxycarbonyl-D-lysine dicyclohexylamine

Base Information

• Chemical Name: N-alpha-(4-4-Dimethyl-2,6-dioxocyclohex-1-ylidene)ethyl-N-epsilon-allyloxycarbonyl-D-lysine dicyclohexylamine
• CAS No.: 1272754-98-9
• Molecular Formula: C₂₁H₃₄N₂O₆
• Molecular Weight: 410.511
• Mol file: 1272754-98-9.mol

Synonyms:

Chemical Property of N-alpha-(4-4-Dimethyl-2,6-dioxocyclohex-1-ylidene)ethyl-N-epsilon-allyloxycarbonyl-D-lysine dicyclohexylamine

Chemical Property:

Purity/Quality:

Dde-D-Lys(Boc)-OH ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-alpha-(4-4-Dimethyl-2,6-dioxocyclohex-1-ylidene)ethyl-N-epsilon-allyloxycarbonyl-D-lysine dicyclohexylamine

There total 4 articles about N-alpha-(4-4-Dimethyl-2,6-dioxocyclohex-1-ylidene)ethyl-N-epsilon-allyloxycarbonyl-D-lysine dicyclohexylamine 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: 70.0%

2-acetyldimedone (1755-15-3) + (S)-2-amino-6-(tert-butoxycarbonylamino)hexanoic acid (2418-95-3) → Dde-Lys-OH (1189586-14-8,1272754-98-9)

Guidance literature:

With triethylamine; In ethanol; for 18h; Reflux;

DOI:10.1021/acs.jmedchem.7b01280

Reference yield:

(S)-2-amino-6-(tert-butoxycarbonylamino)hexanoic acid (2418-95-3) + 2-(1-hydroxyethylidene)-5,5-dimethylcyclohexane-1,3-dione (94142-97-9) → Dde-Lys-OH (1189586-14-8,1272754-98-9)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In methanol; at 35 ℃; Inert atmosphere;

DOI:10.1021/jm801481y

Reference yield:

dimedone (126-81-8) → Dde-Lys-OH (1189586-14-8,1272754-98-9)

Guidance literature:

Multi-step reaction with 2 steps

1: N-ethyl-N,N-diisopropylamine; dmap / dichloromethane / 8 h / 20 °C / Cooling with ice

2: triethylamine / ethanol / 18 h / Reflux

With dmap; triethylamine; N-ethyl-N,N-diisopropylamine; In ethanol; dichloromethane;

DOI:10.1021/acs.jmedchem.7b01280

upstream raw materials:

(S)-2-amino-6-(tert-butoxycarbonylamino)hexanoic acid

2-(1-hydroxyethylidene)-5,5-dimethylcyclohexane-1,3-dione

2-acetyldimedone

dimedone

Refernces

• 1、 Shi, Yan,Challa, Sridevi,Sang, Peng,She, Fengyu,Li, Chunpu,Gray, Geoffrey M.,Nimmagadda, Alekhya,Teng, Peng,Odom, Timothy,Wang, Yan,Van Der Vaart, Arjan,Li, Qi,Cai, Jianfeng. "One-Bead-Two-Compound Thioether Bridged Macrocyclic γ-AApeptide Screening Library against EphA2". . p. 9290 - 9298. Retrieved 2017/11/30.