(4-{(S)-2-Amino-2-[1-((S)-2-carbamoyl-1-pentylcarbamoyl-ethylcarbamoyl)-cyclohexylcarbamoyl]-ethyl}-benzyl)-phosphonic acid di-tert-butyl ester

Base Information

• Chemical Name: (4-{(S)-2-Amino-2-[1-((S)-2-carbamoyl-1-pentylcarbamoyl-ethylcarbamoyl)-cyclohexylcarbamoyl]-ethyl}-benzyl)-phosphonic acid di-tert-butyl ester
• CAS No.: 914459-90-8
• Molecular Formula: C₃₄H₅₈N₅O₇P
• Molecular Weight: 679.838
• Mol file: 914459-90-8.mol

Synonyms:

Chemical Property of (4-{(S)-2-Amino-2-[1-((S)-2-carbamoyl-1-pentylcarbamoyl-ethylcarbamoyl)-cyclohexylcarbamoyl]-ethyl}-benzyl)-phosphonic acid di-tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4-{(S)-2-Amino-2-[1-((S)-2-carbamoyl-1-pentylcarbamoyl-ethylcarbamoyl)-cyclohexylcarbamoyl]-ethyl}-benzyl)-phosphonic acid di-tert-butyl ester

There total 7 articles about (4-{(S)-2-Amino-2-[1-((S)-2-carbamoyl-1-pentylcarbamoyl-ethylcarbamoyl)-cyclohexylcarbamoyl]-ethyl}-benzyl)-phosphonic acid di-tert-butyl 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:

(4-{(S)-2-Amino-2-[1-((S)-2-carbamoyl-1-pent-4-ynylcarbamoyl-ethylcarbamoyl)-cyclohexylcarbamoyl]-ethyl}-benzyl)-phosphonic acid di-tert-butyl ester (914459-77-1) → (4-{(S)-2-Amino-2-[1-((S)-2-carbamoyl-1-pentylcarbamoyl-ethylcarbamoyl)-cyclohexylcarbamoyl]-ethyl}-benzyl)-phosphonic acid di-tert-butyl ester (914459-90-8)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethyl acetate;

DOI:10.1016/j.bmcl.2006.08.004

Reference yield:

2-amino-N1-pent-4-ynyl-succinamide (914459-74-8) → (4-{(S)-2-Amino-2-[1-((S)-2-carbamoyl-1-pentylcarbamoyl-ethylcarbamoyl)-cyclohexylcarbamoyl]-ethyl}-benzyl)-phosphonic acid di-tert-butyl ester (914459-90-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 84 percent / 1-hydroxybenzotriazole; 1-(3-dimethylaminopropyl)-3-ethyl-carbodiimide*HCl / dimethylformamide / 12 h / 20 °C

2: piperidine / acetonitrile / 2 h / 20 °C

3: 1-hydroxybenzotriazole; EDCI*HCl / dimethylformamide / 12 h / 20 °C

4: 37 percent / piperidine / acetonitrile / 2 h / 20 °C

5: H₂ / Pd/C / ethyl acetate

With piperidine; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In ethyl acetate; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/j.bmcl.2006.08.004

Reference yield:

(2-carbamoyl-1-pent-4-ynylcarbamoyl-ethyl)-carbamic acid tert-butyl ester (914459-73-7) → (4-{(S)-2-Amino-2-[1-((S)-2-carbamoyl-1-pentylcarbamoyl-ethylcarbamoyl)-cyclohexylcarbamoyl]-ethyl}-benzyl)-phosphonic acid di-tert-butyl ester (914459-90-8)

Guidance literature:

Multi-step reaction with 6 steps

1: 95 percent / TFA / CH₂Cl₂ / 1 h / 20 °C

2: 84 percent / 1-hydroxybenzotriazole; 1-(3-dimethylaminopropyl)-3-ethyl-carbodiimide*HCl / dimethylformamide / 12 h / 20 °C

3: piperidine / acetonitrile / 2 h / 20 °C

4: 1-hydroxybenzotriazole; EDCI*HCl / dimethylformamide / 12 h / 20 °C

5: 37 percent / piperidine / acetonitrile / 2 h / 20 °C

6: H₂ / Pd/C / ethyl acetate

With piperidine; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; palladium on activated charcoal; In dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/j.bmcl.2006.08.004

upstream raw materials:

(4-{(S)-2-Amino-2-[1-((S)-2-carbamoyl-1-pent-4-ynylcarbamoyl-ethylcarbamoyl)-cyclohexylcarbamoyl]-ethyl}-benzyl)-phosphonic acid di-tert-butyl ester

2-amino-N¹-pent-4-ynyl-succinamide

(2-carbamoyl-1-pent-4-ynylcarbamoyl-ethyl)-carbamic acid tert-butyl ester

[1-(2-carbamoyl-1-pent-4-ynylcarbamoyl-ethylcarbamoyl)-cyclohexyl]-carbamic acid 9H-fluoren-9-ylmethyl ester

Downstream raw materials:

(4-{(S)-2-(2-Azido-acetylamino)-2-[1-((S)-2-carbamoyl-1-pentylcarbamoyl-ethylcarbamoyl)-cyclohexylcarbamoyl]-ethyl}-benzyl)-phosphonic acid di-tert-butyl ester