(S)-1-[(1S,2R,3S,4R)-3-({(S)-2-[(S)-1-((S)-1-Methoxycarbonyl-2-phenyl-ethylcarbamoyl)-2-phenyl-ethylcarbamoyl]-pyrrolidine-1-carbonyl}-amino)-bicyclo[2.2.1]hept-5-ene-2-carbonyl]-pyrrolidine-2-carboxylic acid

Base Information

• Chemical Name: (S)-1-[(1S,2R,3S,4R)-3-({(S)-2-[(S)-1-((S)-1-Methoxycarbonyl-2-phenyl-ethylcarbamoyl)-2-phenyl-ethylcarbamoyl]-pyrrolidine-1-carbonyl}-amino)-bicyclo[2.2.1]hept-5-ene-2-carbonyl]-pyrrolidine-2-carboxylic acid
• CAS No.: 203053-82-1
• Molecular Formula: C₃₈H₄₅N₅O₈
• Molecular Weight: 699.804
• Mol file: 203053-82-1.mol

Synonyms:(S)-1-[(1S,2R,3S,4R)-3-({(S)-2-[(S)-1-((S)-1-Methoxycarbonyl-2-phenyl-ethylcarbamoyl)-2-phenyl-ethylcarbamoyl]-pyrrolidine-1-carbonyl}-amino)-bicyclo[2.2.1]hept-5-ene-2-carbonyl]-pyrrolidine-2-carboxylic acid

Chemical Property of (S)-1-[(1S,2R,3S,4R)-3-({(S)-2-[(S)-1-((S)-1-Methoxycarbonyl-2-phenyl-ethylcarbamoyl)-2-phenyl-ethylcarbamoyl]-pyrrolidine-1-carbonyl}-amino)-bicyclo[2.2.1]hept-5-ene-2-carbonyl]-pyrrolidine-2-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-1-[(1S,2R,3S,4R)-3-({(S)-2-[(S)-1-((S)-1-Methoxycarbonyl-2-phenyl-ethylcarbamoyl)-2-phenyl-ethylcarbamoyl]-pyrrolidine-1-carbonyl}-amino)-bicyclo[2.2.1]hept-5-ene-2-carbonyl]-pyrrolidine-2-carboxylic acid

There total 6 articles about (S)-1-[(1S,2R,3S,4R)-3-({(S)-2-[(S)-1-((S)-1-Methoxycarbonyl-2-phenyl-ethylcarbamoyl)-2-phenyl-ethylcarbamoyl]-pyrrolidine-1-carbonyl}-amino)-bicyclo[2.2.1]hept-5-ene-2-carbonyl]-pyrrolidine-2-carboxylic 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: 100.0%

(S)-1-[(1S,2R,3S,4R)-3-({(S)-2-[(S)-1-((S)-1-Methoxycarbonyl-2-phenyl-ethylcarbamoyl)-2-phenyl-ethylcarbamoyl]-pyrrolidine-1-carbonyl}-amino)-bicyclo[2.2.1]hept-5-ene-2-carbonyl]-pyrrolidine-2-carboxylic acid tert-butyl ester (187087-65-6) → (S)-1-[(1S,2R,3S,4R)-3-({(S)-2-[(S)-1-((S)-1-Methoxycarbonyl-2-phenyl-ethylcarbamoyl)-2-phenyl-ethylcarbamoyl]-pyrrolidine-1-carbonyl}-amino)-bicyclo[2.2.1]hept-5-ene-2-carbonyl]-pyrrolidine-2-carboxylic acid (203053-82-1)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; Ambient temperature;

DOI:10.1021/jo9717651

Reference yield:

proline tert-butyl ester (2812-46-6) → (S)-1-[(1S,2R,3S,4R)-3-({(S)-2-[(S)-1-((S)-1-Methoxycarbonyl-2-phenyl-ethylcarbamoyl)-2-phenyl-ethylcarbamoyl]-pyrrolidine-1-carbonyl}-amino)-bicyclo[2.2.1]hept-5-ene-2-carbonyl]-pyrrolidine-2-carboxylic acid (203053-82-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 57 percent / CH₂Cl₂ / 18 h / Ambient temperature

2: 57 percent / isoprenyl chloroformate, Et₃N, NaN₃ / tetrahydrofuran; H₂O / 1 h / Ambient temperature

3: 100 percent / benzene / 2 h / Heating

4: 78 percent / Et₃N / CH₂Cl₂ / 18 h / Ambient temperature

5: 100 percent / TFA / CH₂Cl₂ / Ambient temperature

With sodium azide; isoprenyl chloroformate; triethylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; water; benzene;

DOI:10.1021/jo9717651

Reference yield:

(S)-1-((1S,2R,3S,4R)-3-Azidocarbonyl-bicyclo[2.2.1]hept-5-ene-2-carbonyl)-pyrrolidine-2-carboxylic acid tert-butyl ester (187087-48-5) → (S)-1-[(1S,2R,3S,4R)-3-({(S)-2-[(S)-1-((S)-1-Methoxycarbonyl-2-phenyl-ethylcarbamoyl)-2-phenyl-ethylcarbamoyl]-pyrrolidine-1-carbonyl}-amino)-bicyclo[2.2.1]hept-5-ene-2-carbonyl]-pyrrolidine-2-carboxylic acid (203053-82-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 100 percent / benzene / 2 h / Heating

2: 78 percent / Et₃N / CH₂Cl₂ / 18 h / Ambient temperature

3: 100 percent / TFA / CH₂Cl₂ / Ambient temperature

With triethylamine; trifluoroacetic acid; In dichloromethane; benzene;

DOI:10.1021/jo9717651

upstream raw materials:

(S)-1-[(1S,2R,3S,4R)-3-({(S)-2-[(S)-1-((S)-1-Methoxycarbonyl-2-phenyl-ethylcarbamoyl)-2-phenyl-ethylcarbamoyl]-pyrrolidine-1-carbonyl}-amino)-bicyclo[2.2.1]hept-5-ene-2-carbonyl]-pyrrolidine-2-carboxylic acid tert-butyl ester

proline tert-butyl ester

(S)-1-((1S,2R,3S,4R)-3-Isocyanato-bicyclo[2.2.1]hept-5-ene-2-carbonyl)-pyrrolidine-2-carboxylic acid tert-butyl ester

(S)-1-((1S,2R,3S,4R)-3-Azidocarbonyl-bicyclo[2.2.1]hept-5-ene-2-carbonyl)-pyrrolidine-2-carboxylic acid tert-butyl ester