N-chloroleucine benzyl ester

Base Information

• Chemical Name: N-chloroleucine benzyl ester
• CAS No.: 86960-60-3
• Molecular Formula: C₁₃H₁₈ClNO₂
• Molecular Weight: 255.744
• Mol file: 86960-60-3.mol

Synonyms:

Chemical Property of N-chloroleucine benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-chloroleucine benzyl ester

There total 1 articles about N-chloroleucine benzyl 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:

L-Leucine benzyl ester (1738-69-8) → N-chloroleucine benzyl ester (86960-60-3)

Guidance literature:

With tert-butylhypochlorite; In diethyl ether; at 0 ℃; for 0.5h;

Reference yield:

N-chloroleucine benzyl ester (86960-60-3) → L-tyrocyl-D-alanyl-glycyl-L-phenylalanyl-(Z)-α,β-dehydroleucine (80458-15-7,81938-74-1)

Guidance literature:

Multi-step reaction with 7 steps

1: 1.) DBU, 2.) HCl / 1.) ether, room temperature, 30 min., 2.) EtOAC, -70 deg C

2: 47 percent / Et₃N, HOBt, EDC*HCl / CHCl₃ / 1.) 0 deg C, 2 h, 2.) room temperature

3: 100 percent / 2.8M HCl / ethyl acetate / 2 h / Ambient temperature

4: 85 percent / Et₃N, HOBt, EDC*HCl / CHCl₃ / 1.) 0 deg C, 10 min, 2.) room temperature

5: 100 percent / 2.8M HCl / ethyl acetate / 2 h / Ambient temperature

6: 75 percent / Et₃N, HOBt, EDC*HCl / CHCl₃ / 1.) 0 deg C, 2 h, 2.) room temperature

7: 85 percent / liquid HF, anisole / 1 h / 0 °C

With hydrogenchloride; hydrogen fluoride; benzotriazol-1-ol; methoxybenzene; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In chloroform; ethyl acetate;

Reference yield:

N-chloroleucine benzyl ester (86960-60-3) → t-butoxycarbonyl-glycyl-glycyl-L-phenylalanyl-(Z)-α,β-dehydroleucine benzyl ester (87067-91-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) DBU, 2.) HCl / 1.) ether, room temperature, 30 min., 2.) EtOAC, -70 deg C

2: 47 percent / Et₃N, HOBt, EDC*HCl / CHCl₃ / 1.) 0 deg C, 2 h, 2.) room temperature

3: 100 percent / 2.8M HCl / ethyl acetate / 2 h / Ambient temperature

4: 89 percent / Et₃N, HOBt, EDC*HCl / CHCl₃ / 1.) 0 deg C, 2 h, 2.) room temperature

With hydrogenchloride; benzotriazol-1-ol; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In chloroform; ethyl acetate;

upstream raw materials:

L-Leucine benzyl ester

Downstream raw materials:

H-ΔLeu-OBzl*HCl

H-Phe-ΔLeu-OBzl*HCl

L-tyrocyl-glycyl-glycyl-L-phenylalanyl-(Z)-α,β-dehydroleucine

L-tyrocyl-D-alanyl-glycyl-L-phenylalanyl-(Z)-α,β-dehydroleucine