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

Base Information

• Chemical Name: N-methyl-N-[3-benzoxy-2-[(S)-2`-(tert-butyloxycarbonyl)amino-2`-methoxycarbonyl]ethyl]phenyl-(S)-valine benzyl ester
• CAS No.: 444753-83-7
• Molecular Formula: C₃₅H₄₄N₂O₇
• Molecular Weight: 604.744
• Mol file: 444753-83-7.mol

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

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

There total 9 articles about N-methyl-N-[3-benzoxy-2-[(S)-2`-(tert-butyloxycarbonyl)amino-2`-methoxycarbonyl]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: 79.0%

di-tert-butyl dicarbonate (24424-99-5) + (S)-2-{[2-((S)-2-Amino-2-methoxycarbonyl-ethyl)-3-benzyloxy-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 (444753-83-7)

Guidance literature:

With sodium hydrogencarbonate; In 1,4-dioxane; for 2h;

DOI:10.1021/ol026125l

Reference yield:

benzyl bromide (100-39-0) → N-methyl-N-[3-benzoxy-2-[(S)-2`-(tert-butyloxycarbonyl)amino-2`-methoxycarbonyl]ethyl]phenyl-(S)-valine benzyl ester (444753-83-7)

Guidance literature:

Multi-step reaction with 7 steps

1.1: 98 percent / K₂CO₃ / acetone / Heating

2.1: 83 percent / CH₂Cl₂ / 0.5 h / 20 °C

3.1: 20 percent / methanol / 0.5 h / 40 °C

4.1: 91 percent / methanol / 3 h / 80 °C

5.1: 95 percent / HCl / methanol / 0 °C

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

6.2: HCl / methanol

7.1: 79 percent / NaHCO₃ / dioxane / 2 h

With hydrogenchloride; lead acetate; sodium hydrogencarbonate; potassium carbonate; In 1,4-dioxane; methanol; dichloromethane; acetone; 2.1: Dess-Martin oxidation;

DOI:10.1021/ol026125l

Reference yield:

N-methyl-N-[3-hydroxy-2-(2`-hydroxyethyl)]phenyl-(S)-valine (444753-76-8) → N-methyl-N-[3-benzoxy-2-[(S)-2`-(tert-butyloxycarbonyl)amino-2`-methoxycarbonyl]ethyl]phenyl-(S)-valine benzyl ester (444753-83-7)

Guidance literature:

Multi-step reaction with 7 steps

1.1: 98 percent / K₂CO₃ / acetone / Heating

2.1: 83 percent / CH₂Cl₂ / 0.5 h / 20 °C

3.1: 20 percent / methanol / 0.5 h / 40 °C

4.1: 91 percent / methanol / 3 h / 80 °C

5.1: 95 percent / HCl / methanol / 0 °C

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

6.2: HCl / methanol

7.1: 79 percent / NaHCO₃ / dioxane / 2 h

With hydrogenchloride; lead acetate; sodium hydrogencarbonate; potassium carbonate; In 1,4-dioxane; methanol; dichloromethane; acetone; 2.1: Dess-Martin oxidation;

DOI:10.1021/ol026125l

upstream raw materials:

di-tert-butyl dicarbonate

benzyl bromide

N-methyl-N-[3-hydroxy-2-(2`-hydroxyethyl)]phenyl-(S)-valine

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