methyl 2-[(2S)-1-[(2S)-2-[(benzyloxycarbonyl)amino]-3-(4-fluorophenyl)propanoyl]-4-[2-(tert-butoxy)-2-oxoethyl]-3-oxopiperazinyl]acetate

Base Information

• Chemical Name: methyl 2-[(2S)-1-[(2S)-2-[(benzyloxycarbonyl)amino]-3-(4-fluorophenyl)propanoyl]-4-[2-(tert-butoxy)-2-oxoethyl]-3-oxopiperazinyl]acetate
• CAS No.: 340732-97-0
• Molecular Formula: C₃₀H₃₆FN₃O₈
• Molecular Weight: 585.63
• Mol file: 340732-97-0.mol

Synonyms:methyl 2-[(2S)-1-[(2S)-2-[(benzyloxycarbonyl)amino]-3-(4-fluorophenyl)propanoyl]-4-[2-(tert-butoxy)-2-oxoethyl]-3-oxopiperazinyl]acetate

Chemical Property of methyl 2-[(2S)-1-[(2S)-2-[(benzyloxycarbonyl)amino]-3-(4-fluorophenyl)propanoyl]-4-[2-(tert-butoxy)-2-oxoethyl]-3-oxopiperazinyl]acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2-[(2S)-1-[(2S)-2-[(benzyloxycarbonyl)amino]-3-(4-fluorophenyl)propanoyl]-4-[2-(tert-butoxy)-2-oxoethyl]-3-oxopiperazinyl]acetate

There total 1 articles about methyl 2-[(2S)-1-[(2S)-2-[(benzyloxycarbonyl)amino]-3-(4-fluorophenyl)propanoyl]-4-[2-(tert-butoxy)-2-oxoethyl]-3-oxopiperazinyl]acetate 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: 42.0%

2S-2-benzyloxycarbonylamino-2-(4-fluorophenylmethyl)-acetic acid (17543-58-7) + (S)-3-methoxycarbonylmethyl-2-oxopiperazine-1-acetic acid tert-butyl ester (169157-67-9) → methyl 2-[(2S)-1-[(2S)-2-[(benzyloxycarbonyl)amino]-3-(4-fluorophenyl)propanoyl]-4-[2-(tert-butoxy)-2-oxoethyl]-3-oxopiperazinyl]acetate (340732-97-0)

Guidance literature:

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1248/cpb.49.258

Reference yield:

methyl 2-[(2S)-1-[(2S)-2-[(benzyloxycarbonyl)amino]-3-(4-fluorophenyl)propanoyl]-4-[2-(tert-butoxy)-2-oxoethyl]-3-oxopiperazinyl]acetate (340732-97-0) → {1-[2-amino-3-(4-fluoro-phenyl)-propionyl]-4-tert-butoxycarbonylmethyl-3-oxo-piperazin-2-yl}-acetic acid methyl ester

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; at 20 ℃; for 0.666667h;

DOI:10.1248/cpb.49.258

Reference yield:

methyl 2-[(2S)-1-[(2S)-2-[(benzyloxycarbonyl)amino]-3-(4-fluorophenyl)propanoyl]-4-[2-(tert-butoxy)-2-oxoethyl]-3-oxopiperazinyl]acetate (340732-97-0) → {4-[2-(4-carbamimidoyl-benzoylamino)-3-(4-fluoro-phenyl)-propionyl]-3-methoxycarbonylmethyl-2-oxo-piperazin-1-yl}-acetic acid

Guidance literature:

Multi-step reaction with 3 steps

1: H₂ / 10 percent Pd/C / methanol / 0.67 h / 20 °C

2: NaHCO₃ / H₂O; dioxane / 1.5 h / 20 °C

3: trifluoroacetic acid / toluene / 1 h / 20 °C

With hydrogen; sodium hydrogencarbonate; trifluoroacetic acid; palladium on activated charcoal; In 1,4-dioxane; methanol; water; toluene;

DOI:10.1248/cpb.49.258

upstream raw materials:

2S-2-benzyloxycarbonylamino-2-(4-fluorophenylmethyl)-acetic acid

(S)-3-methoxycarbonylmethyl-2-oxopiperazine-1-acetic acid tert-butyl ester

Downstream raw materials:

{4-tert-butoxycarbonylmethyl-1-[2-(4-carbamimidoyl-benzoylamino)-3-(4-fluoro-phenyl)-propionyl]-3-oxo-piperazin-2-yl}-acetic acid methyl ester