(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

Base Information

• Chemical Name: (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
• CAS No.: 1373931-87-3
• Molecular Formula: C₃₈H₃₈N₂O₁₁
• Molecular Weight: 698.727
• Mol file: 1373931-87-3.mol

Synonyms:

Chemical Property of (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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (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

There total 5 articles about (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 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:

rac-α-tert-butoxycarbonyl-4,5-dimethoxy-2-nitrobenzyl bromide (1174219-22-7) → (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 (1373931-87-3)

Guidance literature:

Multi-step reaction with 3 steps

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

1.2: 36 h

2.1: water; lithium hydroxide / tetrahydrofuran

3.1: sodium carbonate / tetrahydrofuran

With water; sodium carbonate; caesium carbonate; lithium hydroxide; In tetrahydrofuran;

DOI:10.1039/c2pp05320a

Reference yield:

t-butyl 2-diazo-2-(4,5-dimethoxy-2-nitrophenyl)acetate (1373931-92-0) → (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 (1373931-87-3)

Guidance literature:

Multi-step reaction with 4 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

3.1: water; lithium hydroxide / tetrahydrofuran

4.1: sodium carbonate / tetrahydrofuran

With water; hydrogen bromide; sodium carbonate; caesium carbonate; lithium hydroxide; In tetrahydrofuran; dichloromethane; acetic acid;

DOI:10.1039/c2pp05320a

Reference yield:

tert butyl (4,5-dimethoxy-2-nitrophenyl)acetate (1196872-66-8) → (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 (1373931-87-3)

Guidance literature:

Multi-step reaction with 5 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

4.1: water; lithium hydroxide / tetrahydrofuran

5.1: sodium carbonate / tetrahydrofuran

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

DOI:10.1039/c2pp05320a

upstream raw materials:

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

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

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

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