NAcS(OBzl)E(OBzl)K(Z)POH

Base Information

• Chemical Name: NAcS(OBzl)E(OBzl)K(Z)POH
• CAS No.: 127103-17-7
• Molecular Formula: C₄₃H₅₃N₅O₁₁
• Molecular Weight: 815.921
• Mol file: 127103-17-7.mol

Synonyms:NAcS(OBzl)E(OBzl)K(Z)POH

Chemical Property of NAcS(OBzl)E(OBzl)K(Z)POH

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of NAcS(OBzl)E(OBzl)K(Z)POH

There total 9 articles about NAcS(OBzl)E(OBzl)K(Z)POH 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: 67.0%

N-Acetylimidazole (2466-76-4) + (S)-1-{(S)-2-[(S)-2-((S)-2-Amino-3-benzyloxy-propionylamino)-4-benzyloxycarbonyl-butyrylamino]-6-benzyloxycarbonylamino-hexanoyl}-pyrrolidine-2-carboxylic acid; compound with trifluoro-acetic acid → NAcS(OBzl)E(OBzl)K(Z)POH (127103-17-7)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; Ambient temperature;

DOI:10.1021/jm00170a012

Reference yield:

Boc-Lys(Z)-OSu (34404-36-9) → NAcS(OBzl)E(OBzl)K(Z)POH (127103-17-7)

Guidance literature:

Multi-step reaction with 7 steps

1: triethylamine / H₂O; dimethylformamide / 6 h / Ambient temperature

2: CH₂Cl₂ / Ambient temperature

3: 1.) N-methylmorpholine, isobutyl chloroformater, 2.) N-methylmorpholine / 1.) THF, -15 deg C, 5 min, 2.) DMF, 1 h

4: 3.1 N aq. HCl / tetrahydrofuran / 7 h / Ambient temperature

5: 57 percent / triethylamine / H₂O; dimethylformamide / 6 h / Ambient temperature

6: CH₂Cl₂ / Ambient temperature

7: 67 percent / triethylamine / dimethylformamide / Ambient temperature

With 4-methyl-morpholine; hydrogenchloride; triethylamine; isobutyl chloroformate; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1021/jm00170a012

Reference yield:

Boc-Lys(Z)-Pro-OH (53157-73-6) → NAcS(OBzl)E(OBzl)K(Z)POH (127103-17-7)

Guidance literature:

Multi-step reaction with 6 steps

1: CH₂Cl₂ / Ambient temperature

2: 1.) N-methylmorpholine, isobutyl chloroformater, 2.) N-methylmorpholine / 1.) THF, -15 deg C, 5 min, 2.) DMF, 1 h

3: 3.1 N aq. HCl / tetrahydrofuran / 7 h / Ambient temperature

4: 57 percent / triethylamine / H₂O; dimethylformamide / 6 h / Ambient temperature

5: CH₂Cl₂ / Ambient temperature

6: 67 percent / triethylamine / dimethylformamide / Ambient temperature

With 4-methyl-morpholine; hydrogenchloride; triethylamine; isobutyl chloroformate; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1021/jm00170a012

upstream raw materials:

N-Acetylimidazole

Boc-Lys(Z)-OSu

Boc-Lys(Z)-Pro-OH

BocAspOBzlβLys(Z)ProOBzl