{(2S,3S,6R)-6-Benzyl-3-[4-(2,6-dichloro-benzyloxy)-benzyl]-5-oxo-piperazin-2-yl}-acetic acid methyl ester

Base Information

• Chemical Name: {(2S,3S,6R)-6-Benzyl-3-[4-(2,6-dichloro-benzyloxy)-benzyl]-5-oxo-piperazin-2-yl}-acetic acid methyl ester
• CAS No.: 420118-91-8
• Molecular Formula: C₂₈H₂₈Cl₂N₂O₄
• Molecular Weight: 527.447
• Mol file: 420118-91-8.mol

Synonyms:{(2S,3S,6R)-6-Benzyl-3-[4-(2,6-dichloro-benzyloxy)-benzyl]-5-oxo-piperazin-2-yl}-acetic acid methyl ester

Chemical Property of {(2S,3S,6R)-6-Benzyl-3-[4-(2,6-dichloro-benzyloxy)-benzyl]-5-oxo-piperazin-2-yl}-acetic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of {(2S,3S,6R)-6-Benzyl-3-[4-(2,6-dichloro-benzyloxy)-benzyl]-5-oxo-piperazin-2-yl}-acetic acid methyl ester

There total 8 articles about {(2S,3S,6R)-6-Benzyl-3-[4-(2,6-dichloro-benzyloxy)-benzyl]-5-oxo-piperazin-2-yl}-acetic acid methyl 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: 77.0%

(E)-(S)-4-((R)-2-Amino-3-phenyl-propionylamino)-5-[4-(2,6-dichloro-benzyloxy)-phenyl]-pent-2-enoic acid methyl ester (420118-92-9) → {(2S,3S,6R)-6-Benzyl-3-[4-(2,6-dichloro-benzyloxy)-benzyl]-5-oxo-piperazin-2-yl}-acetic acid methyl ester (420118-91-8) + {(2R,3S,6R)-6-Benzyl-3-[4-(2,6-dichloro-benzyloxy)-benzyl]-5-oxo-piperazin-2-yl}-acetic acid methyl ester

Guidance literature:

In methanol; at 25 ℃; for 63h;

DOI:10.1246/cl.2002.130

Reference yield:

Boc-D-Phe-OH (18942-49-9) → {(2S,3S,6R)-6-Benzyl-3-[4-(2,6-dichloro-benzyloxy)-benzyl]-5-oxo-piperazin-2-yl}-acetic acid methyl ester (420118-91-8)

Guidance literature:

Multi-step reaction with 4 steps

1: Et₃N / dimethylformamide / 2 h / -10 °C

2: Et₃N / dimethylformamide / 19 h / 25 °C

3: 4N HCl / dioxane / 25 °C

4: 46 percent / Et₃N / methanol / 63 h / 25 °C

With hydrogenchloride; triethylamine; In 1,4-dioxane; methanol; N,N-dimethyl-formamide; 4: Michael;

DOI:10.1246/cl.2002.130

Reference yield:

Boc-Tyr(Cl2-Bzl)-H (143961-89-1) → {(2S,3S,6R)-6-Benzyl-3-[4-(2,6-dichloro-benzyloxy)-benzyl]-5-oxo-piperazin-2-yl}-acetic acid methyl ester (420118-91-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 80 percent / dimethylsulfoxide / 2 h / 25 °C

2: 4N HCl-dioxane / 1 h / 25 °C

3: Et₃N / dimethylformamide / 19 h / 25 °C

4: 4N HCl / dioxane / 25 °C

5: 46 percent / Et₃N / methanol / 63 h / 25 °C

With hydrogenchloride; triethylamine; In 1,4-dioxane; methanol; dimethyl sulfoxide; N,N-dimethyl-formamide; 1: Wittig / 5: Michael;

DOI:10.1246/cl.2002.130

upstream raw materials:

(E)-(S)-4-((R)-2-Amino-3-phenyl-propionylamino)-5-[4-(2,6-dichloro-benzyloxy)-phenyl]-pent-2-enoic acid methyl ester

Boc-D-Phe-OH

Boc-Tyr(Cl₂-Bzl)-H

(E)-(S)-4-((R)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-5-[4-(2,6-dichloro-benzyloxy)-phenyl]-pent-2-enoic acid methyl ester