2-Hydroxy-1,2,3-propanetricarboxylic acid 2-tert-butyl 1,3-bis(p-nitrophenyl) triester

Base Information

• Chemical Name: 2-Hydroxy-1,2,3-propanetricarboxylic acid 2-tert-butyl 1,3-bis(p-nitrophenyl) triester
• CAS No.: 153492-04-7
• Molecular Formula: C₂₂H₂₂N₂O₁₁
• Molecular Weight: 490.423
• Mol file: 153492-04-7.mol

Synonyms:2-Hydroxy-1,2,3-propanetricarboxylic acid 2-tert-butyl 1,3-bis(p-nitrophenyl) triester

Chemical Property of 2-Hydroxy-1,2,3-propanetricarboxylic acid 2-tert-butyl 1,3-bis(p-nitrophenyl) triester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Hydroxy-1,2,3-propanetricarboxylic acid 2-tert-butyl 1,3-bis(p-nitrophenyl) triester

There total 3 articles about 2-Hydroxy-1,2,3-propanetricarboxylic acid 2-tert-butyl 1,3-bis(p-nitrophenyl) triester 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: 58.0%

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + 3-(tert-butoxycarbonyl)-3-hydroxypentanedioic acid (114340-52-2) → 2-Hydroxy-1,2,3-propanetricarboxylic acid 2-tert-butyl 1,3-bis(p-nitrophenyl) triester (153492-04-7)

Guidance literature:

With dicyclohexyl-carbodiimide; In acetonitrile; 1.) 0 deg C, 30 min, 2.) r.t., 5 h;

DOI:10.1021/jo00079a007

Reference yield:

1,5-dimethyl citrate (53798-96-2) → 2-Hydroxy-1,2,3-propanetricarboxylic acid 2-tert-butyl 1,3-bis(p-nitrophenyl) triester (153492-04-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 70percent HClO₄ / 24 h

2: 80 percent / aq. NaOH / tetrahydrofuran / 3 h / Ambient temperature

3: 58 percent / DCC / acetonitrile / 1.) 0 deg C, 30 min, 2.) r.t., 5 h

With sodium hydroxide; perchloric acid; dicyclohexyl-carbodiimide; In tetrahydrofuran; acetonitrile;

DOI:10.1021/jo00079a007

Reference yield:

2-tert-butyl 1,3-dimethyl 2-hydroxypropane-1,2,3-tricarboxylate (114340-51-1) → 2-Hydroxy-1,2,3-propanetricarboxylic acid 2-tert-butyl 1,3-bis(p-nitrophenyl) triester (153492-04-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / aq. NaOH / tetrahydrofuran / 3 h / Ambient temperature

2: 58 percent / DCC / acetonitrile / 1.) 0 deg C, 30 min, 2.) r.t., 5 h

With sodium hydroxide; dicyclohexyl-carbodiimide; In tetrahydrofuran; acetonitrile;

DOI:10.1021/jo00079a007

upstream raw materials:

4-nitro-phenol

3-(tert-butoxycarbonyl)-3-hydroxypentanedioic acid

1,5-dimethyl citrate

2-tert-butyl 1,3-dimethyl 2-hydroxypropane-1,2,3-tricarboxylate

Downstream raw materials:

2-{[5-(Acetyl-benzyloxy-amino)-pentylcarbamoyl]-methyl}-N-{5-[benzyloxy-(3-methoxycarbonyl-propionyl)-amino]-pentyl}-2-hydroxy-succinamic acid tert-butyl ester

tert-butyl 4-({4-[(3-{[3,4-bis(benzyloxy)benzoyl]amino}propyl)(phenylmethyl)amino]butyl}amino)-2-[2-({4-[(3-{[3,4-bis(benzyloxy)benzoyl]amino}propyl)(phenylmethyl)amino]butyl}amino)-2-oxoethyl]-2-hydroxy-4-oxobutanoate

tert-butyl 4-({4-[(3-{[2,3-bis(benzyloxy)benzoyl]amino}propyl)(phenylmethyl)amino]butyl}amino)-2-[2-({4-[(3-{[2,3-bis(benzyloxy)benzoyl]amino}propyl)(phenylmethyl)amino]butyl}amino)-2-oxoethyl]-2-hydroxy-4-oxobutanoate

N-[5-(Acetyl-benzyloxy-amino)-pentyl]-2-{[5-(acetyl-benzyloxy-amino)-pentylcarbamoyl]-methyl}-2-hydroxy-succinamic acid tert-butyl ester