N-methyl-N-[3-benzyloxy-2-(2`-oxo-ethyl)]phenyl-(S)-valine benzyl ester

Base Information

• Chemical Name: N-methyl-N-[3-benzyloxy-2-(2`-oxo-ethyl)]phenyl-(S)-valine benzyl ester
• CAS No.: 444753-78-0
• Molecular Formula: C₂₈H₃₁NO₄
• Molecular Weight: 445.558
• Mol file: 444753-78-0.mol

Synonyms:N-methyl-N-[3-benzyloxy-2-(2`-oxo-ethyl)]phenyl-(S)-valine benzyl ester

Chemical Property of N-methyl-N-[3-benzyloxy-2-(2`-oxo-ethyl)]phenyl-(S)-valine benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-methyl-N-[3-benzyloxy-2-(2`-oxo-ethyl)]phenyl-(S)-valine benzyl ester

There total 1 articles about N-methyl-N-[3-benzyloxy-2-(2`-oxo-ethyl)]phenyl-(S)-valine 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: 83.0%

N-methyl-N-[3-benzoxy-2-(2`-hydroxyethyl)]phenyl-(S)-valine benzyl ester (444753-77-9) → N-methyl-N-[3-benzyloxy-2-(2`-oxo-ethyl)]phenyl-(S)-valine benzyl ester (444753-78-0)

Guidance literature:

In dichloromethane; at 20 ℃; for 0.5h;

DOI:10.1021/ol026125l

Reference yield: 69.0%

trimethylsilyl cyanide (7677-24-9) + D-2-phenylglycinol (56613-80-0) + N-methyl-N-[3-benzyloxy-2-(2`-oxo-ethyl)]phenyl-(S)-valine benzyl ester (444753-78-0) → (S)-2-({3-Benzyloxy-2-[(R)-2-cyano-2-((R)-2-hydroxy-1-phenyl-ethylamino)-ethyl]-phenyl}-methyl-amino)-3-methyl-butyric acid benzyl ester (444753-80-4) + (S)-2-({3-Benzyloxy-2-[(S)-2-cyano-2-((R)-2-hydroxy-1-phenyl-ethylamino)-ethyl]-phenyl}-methyl-amino)-3-methyl-butyric acid benzyl ester (444753-79-1)

Guidance literature:

In methanol; at 40 ℃; for 0.5h;

DOI:10.1021/ol026125l

Reference yield:

N-methyl-N-[3-benzyloxy-2-(2`-oxo-ethyl)]phenyl-(S)-valine benzyl ester (444753-78-0) → (S)-2-{[2-((S)-2-tert-Butoxycarbonylamino-2-methoxycarbonyl-ethyl)-3-hydroxy-phenyl]-methyl-amino}-3-methyl-butyric acid

Guidance literature:

Multi-step reaction with 6 steps

1.1: 20 percent / methanol / 0.5 h / 40 °C

2.1: 91 percent / methanol / 3 h / 80 °C

3.1: 95 percent / HCl / methanol / 0 °C

4.1: Pb(OAc)2 / CH₂Cl₂; methanol / 0.5 h / 0 °C

4.2: HCl / methanol

5.1: 79 percent / NaHCO₃ / dioxane / 2 h

6.1: H₂ / Pd/C

With hydrogenchloride; hydrogen; lead acetate; sodium hydrogencarbonate; palladium on activated charcoal; In 1,4-dioxane; methanol; dichloromethane;

DOI:10.1021/ol026125l

upstream raw materials:

N-methyl-N-[3-benzoxy-2-(2`-hydroxyethyl)]phenyl-(S)-valine benzyl ester

Downstream raw materials:

(S)-2-({3-Benzyloxy-2-[(R)-2-cyano-2-((R)-2-hydroxy-1-phenyl-ethylamino)-ethyl]-phenyl}-methyl-amino)-3-methyl-butyric acid benzyl ester

(S)-2-({3-Benzyloxy-2-[(S)-2-cyano-2-((R)-2-hydroxy-1-phenyl-ethylamino)-ethyl]-phenyl}-methyl-amino)-3-methyl-butyric acid benzyl ester

N-methyl-N-[3-benzoxy-2-[(S)-2`-(tert-butyloxycarbonyl)amino-2`-methoxycarbonyl]ethyl]phenyl-(S)-valine benzyl ester

(S)-2-({3-Benzyloxy-2-[(S)-2-((R)-2-hydroxy-1-phenyl-ethylamino)-2-methoxycarbonyl-ethyl]-phenyl}-methyl-amino)-3-methyl-butyric acid benzyl ester