(2S)-methyl 3-(4-(2-(t-butoxy)-1-(4,5-dimethoxy-2-nitrophenyl)-2-oxoethoxy)phenyl)-2-(2,2,2-trifluoroacetamido)propanoate

Base Information

• Chemical Name: (2S)-methyl 3-(4-(2-(t-butoxy)-1-(4,5-dimethoxy-2-nitrophenyl)-2-oxoethoxy)phenyl)-2-(2,2,2-trifluoroacetamido)propanoate
• CAS No.: 1373931-85-1
• Molecular Formula: C₂₆H₂₉F₃N₂O₁₀
• Molecular Weight: 586.519
• Mol file: 1373931-85-1.mol

Synonyms:(2S)-methyl 3-(4-(2-(t-butoxy)-1-(4,5-dimethoxy-2-nitrophenyl)-2-oxoethoxy)phenyl)-2-(2,2,2-trifluoroacetamido)propanoate

Chemical Property of (2S)-methyl 3-(4-(2-(t-butoxy)-1-(4,5-dimethoxy-2-nitrophenyl)-2-oxoethoxy)phenyl)-2-(2,2,2-trifluoroacetamido)propanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S)-methyl 3-(4-(2-(t-butoxy)-1-(4,5-dimethoxy-2-nitrophenyl)-2-oxoethoxy)phenyl)-2-(2,2,2-trifluoroacetamido)propanoate

There total 3 articles about (2S)-methyl 3-(4-(2-(t-butoxy)-1-(4,5-dimethoxy-2-nitrophenyl)-2-oxoethoxy)phenyl)-2-(2,2,2-trifluoroacetamido)propanoate 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: 93.0%

rac-α-tert-butoxycarbonyl-4,5-dimethoxy-2-nitrobenzyl bromide (1174219-22-7) + methyl (2,2,2-trifluoroacetyl)-L-tyrosinate (3799-87-9,88494-54-6,1604-54-2) → (2S)-methyl 3-(4-(2-(t-butoxy)-1-(4,5-dimethoxy-2-nitrophenyl)-2-oxoethoxy)phenyl)-2-(2,2,2-trifluoroacetamido)propanoate (1373931-85-1)

Guidance literature:

methyl (2,2,2-trifluoroacetyl)-L-tyrosinate; With caesium carbonate; In tetrahydrofuran; at 20 ℃; for 0.5h;

α-tert-butoxycarbonyl-4,5-dimethoxy-2-nitrobenzyl bromide; In tetrahydrofuran; for 36h;

DOI:10.1039/c2pp05320a

Reference yield:

t-butyl 2-diazo-2-(4,5-dimethoxy-2-nitrophenyl)acetate (1373931-92-0) → (2S)-methyl 3-(4-(2-(t-butoxy)-1-(4,5-dimethoxy-2-nitrophenyl)-2-oxoethoxy)phenyl)-2-(2,2,2-trifluoroacetamido)propanoate (1373931-85-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: hydrogen bromide / dichloromethane; acetic acid / 0.33 h / 20 °C

2.1: caesium carbonate / tetrahydrofuran / 0.5 h / 20 °C

2.2: 36 h

With hydrogen bromide; caesium carbonate; In tetrahydrofuran; dichloromethane; acetic acid;

DOI:10.1039/c2pp05320a

Reference yield:

tert butyl (4,5-dimethoxy-2-nitrophenyl)acetate (1196872-66-8) → (2S)-methyl 3-(4-(2-(t-butoxy)-1-(4,5-dimethoxy-2-nitrophenyl)-2-oxoethoxy)phenyl)-2-(2,2,2-trifluoroacetamido)propanoate (1373931-85-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene; Methanesulfonyl azide / acetonitrile / 3 h / 0 - 20 °C

2.1: hydrogen bromide / dichloromethane; acetic acid / 0.33 h / 20 °C

3.1: caesium carbonate / tetrahydrofuran / 0.5 h / 20 °C

3.2: 36 h

With hydrogen bromide; caesium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; Methanesulfonyl azide; In tetrahydrofuran; dichloromethane; acetic acid; acetonitrile;

DOI:10.1039/c2pp05320a

upstream raw materials:

rac-α-tert-butoxycarbonyl-4,5-dimethoxy-2-nitrobenzyl bromide

methyl (2,2,2-trifluoroacetyl)-L-tyrosinate

tert butyl (4,5-dimethoxy-2-nitrophenyl)acetate

t-butyl 2-diazo-2-(4,5-dimethoxy-2-nitrophenyl)acetate

Downstream raw materials:

(2S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-(2-(t-butoxy)-1-(4,5-dimethoxy-2-nitrophenyl)-2-oxoethoxy)phenyl)propanoic acid