(S)-2-((S)-2-{4-[(S)-1-((S)-1-Methoxycarbonyl-2-phenyl-ethylcarbamoyl)-2-phenyl-ethylcarbamoyloxy]-but-2-ynyloxycarbonylamino}-3-phenyl-propionylamino)-3-phenyl-propionic acid methyl ester

Base Information

• Chemical Name: (S)-2-((S)-2-{4-[(S)-1-((S)-1-Methoxycarbonyl-2-phenyl-ethylcarbamoyl)-2-phenyl-ethylcarbamoyloxy]-but-2-ynyloxycarbonylamino}-3-phenyl-propionylamino)-3-phenyl-propionic acid methyl ester
• CAS No.: 869560-46-3
• Molecular Formula: C₄₄H₄₆N₄O₁₀
• Molecular Weight: 790.87
• Mol file: 869560-46-3.mol

Synonyms:(S)-2-((S)-2-{4-[(S)-1-((S)-1-Methoxycarbonyl-2-phenyl-ethylcarbamoyl)-2-phenyl-ethylcarbamoyloxy]-but-2-ynyloxycarbonylamino}-3-phenyl-propionylamino)-3-phenyl-propionic acid methyl ester

Chemical Property of (S)-2-((S)-2-{4-[(S)-1-((S)-1-Methoxycarbonyl-2-phenyl-ethylcarbamoyl)-2-phenyl-ethylcarbamoyloxy]-but-2-ynyloxycarbonylamino}-3-phenyl-propionylamino)-3-phenyl-propionic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-((S)-2-{4-[(S)-1-((S)-1-Methoxycarbonyl-2-phenyl-ethylcarbamoyl)-2-phenyl-ethylcarbamoyloxy]-but-2-ynyloxycarbonylamino}-3-phenyl-propionylamino)-3-phenyl-propionic acid methyl ester

There total 2 articles about (S)-2-((S)-2-{4-[(S)-1-((S)-1-Methoxycarbonyl-2-phenyl-ethylcarbamoyl)-2-phenyl-ethylcarbamoyloxy]-but-2-ynyloxycarbonylamino}-3-phenyl-propionylamino)-3-phenyl-propionic acid methyl 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: 84.0%

(S)-2-[4-((S)-1-Carboxy-2-phenyl-ethylcarbamoyloxy)-but-2-ynyloxycarbonylamino]-3-phenyl-propionic acid (869560-36-1) + methyl (2S)-2-amino-3-phenylpropanoate hydrochloride (7524-50-7) → (S)-2-((S)-2-{4-[(S)-1-((S)-1-Methoxycarbonyl-2-phenyl-ethylcarbamoyl)-2-phenyl-ethylcarbamoyloxy]-but-2-ynyloxycarbonylamino}-3-phenyl-propionylamino)-3-phenyl-propionic acid methyl ester (869560-46-3)

Guidance literature:

With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In acetonitrile; at 0 - 28 ℃;

DOI:10.1021/ol051960z

Reference yield:

but-2-yne-1,4-bisoxycarbonylchloride (16669-40-2) → (S)-2-((S)-2-{4-[(S)-1-((S)-1-Methoxycarbonyl-2-phenyl-ethylcarbamoyl)-2-phenyl-ethylcarbamoyloxy]-but-2-ynyloxycarbonylamino}-3-phenyl-propionylamino)-3-phenyl-propionic acid methyl ester (869560-46-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / NaHCO₃; aq. NaOH / 4 h / 0 - 28 °C

2: 84 percent / N-methylmorpholine; N-hydroxybenzotriazole; EDC*HCl / acetonitrile / 0 - 28 °C

With 4-methyl-morpholine; sodium hydroxide; sodium hydrogencarbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In acetonitrile;

DOI:10.1021/ol051960z

Reference yield: 90.0%

(S)-2-((S)-2-{4-[(S)-1-((S)-1-Methoxycarbonyl-2-phenyl-ethylcarbamoyl)-2-phenyl-ethylcarbamoyloxy]-but-2-ynyloxycarbonylamino}-3-phenyl-propionylamino)-3-phenyl-propionic acid methyl ester (869560-46-3) → D-phenylalanyl-D-phenylalanine methyl ester (120706-60-7)

Guidance literature:

With resin bound tetrathiomolybdate; In methanol; at 28 ℃; for 1h; ultrasonication;

DOI:10.1021/ol051960z

upstream raw materials:

(S)-2-[4-((S)-1-Carboxy-2-phenyl-ethylcarbamoyloxy)-but-2-ynyloxycarbonylamino]-3-phenyl-propionic acid

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

but-2-yne-1,4-bisoxycarbonylchloride

Downstream raw materials:

D-phenylalanyl-D-phenylalanine methyl ester