methyl 2-[(2S)-4-[2-(tert-butoxy)-2-oxoethyl]-1-[(2S)-3-(4-methoxyphenyl)-2-[[4-(2-oxo-2,3-dihydro-1,2,λ⁴,3,5-oxathiadiazol-3-yl)benzoyl]amino]propanoyl]-3-oxopiperazinyl]acetate

Base Information

• Chemical Name: methyl 2-[(2S)-4-[2-(tert-butoxy)-2-oxoethyl]-1-[(2S)-3-(4-methoxyphenyl)-2-[[4-(2-oxo-2,3-dihydro-1,2,λ⁴,3,5-oxathiadiazol-3-yl)benzoyl]amino]propanoyl]-3-oxopiperazinyl]acetate
• CAS No.: 340736-45-0
• Molecular Formula: C₃₁H₃₇N₅O₁₀S
• Molecular Weight: 671.728
• Mol file: 340736-45-0.mol

Synonyms:

Chemical Property of methyl 2-[(2S)-4-[2-(tert-butoxy)-2-oxoethyl]-1-[(2S)-3-(4-methoxyphenyl)-2-[[4-(2-oxo-2,3-dihydro-1,2,λ⁴,3,5-oxathiadiazol-3-yl)benzoyl]amino]propanoyl]-3-oxopiperazinyl]acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2-[(2S)-4-[2-(tert-butoxy)-2-oxoethyl]-1-[(2S)-3-(4-methoxyphenyl)-2-[[4-(2-oxo-2,3-dihydro-1,2,λ⁴,3,5-oxathiadiazol-3-yl)benzoyl]amino]propanoyl]-3-oxopiperazinyl]acetate

There total 5 articles about methyl 2-[(2S)-4-[2-(tert-butoxy)-2-oxoethyl]-1-[(2S)-3-(4-methoxyphenyl)-2-[[4-(2-oxo-2,3-dihydro-1,2,λ⁴,3,5-oxathiadiazol-3-yl)benzoyl]amino]propanoyl]-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:

methyl 2-[(2S)-1-[(2S)-2-[(benzyloxycarbonyl)amino]-3-(4-methoxyphenyl)propanoyl]-4-[2-(tert-butoxy)-2-oxoethyl]-3-oxopiperazinyl]acetate (213186-70-0) → methyl 2-[(2S)-4-[2-(tert-butoxy)-2-oxoethyl]-1-[(2S)-3-(4-methoxyphenyl)-2-[[4-(2-oxo-2,3-dihydro-1,2,λ4,3,5-oxathiadiazol-3-yl)benzoyl]amino]propanoyl]-3-oxopiperazinyl]acetate (340736-45-0)

Guidance literature:

Multi-step reaction with 2 steps

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

2: EDC / dimethylformamide / 1 h / 20 °C

With hydrogen; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide;

DOI:10.1248/cpb.49.268

Reference yield:

4-(2-oxo-2,3-dihydro-1,2λ4,3,5-oxathiadiazol-4-yl)benzoic acid (340736-78-9) + {(S)-1-[(S)-2-Amino-3-(4-methoxy-phenyl)-propionyl]-4-tert-butoxycarbonylmethyl-3-oxo-piperazin-2-yl}-acetic acid methyl ester (169157-78-2) → methyl 2-[(2S)-4-[2-(tert-butoxy)-2-oxoethyl]-1-[(2S)-3-(4-methoxyphenyl)-2-[[4-(2-oxo-2,3-dihydro-1,2,λ4,3,5-oxathiadiazol-3-yl)benzoyl]amino]propanoyl]-3-oxopiperazinyl]acetate (340736-45-0)

Guidance literature:

With N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

DOI:10.1248/cpb.49.268

Reference yield:

tert-butyl 4-cyanobenzoate (55696-50-9) → methyl 2-[(2S)-4-[2-(tert-butoxy)-2-oxoethyl]-1-[(2S)-3-(4-methoxyphenyl)-2-[[4-(2-oxo-2,3-dihydro-1,2,λ4,3,5-oxathiadiazol-3-yl)benzoyl]amino]propanoyl]-3-oxopiperazinyl]acetate (340736-45-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 76 percent / H₂NOH*HCl; aq. NaHCO₃ / 2-methyl-propan-2-ol / 1.5 h / 80 °C

2: 74 percent / SOCl₂; pyridine / CH₂Cl₂ / 0.67 h / -5 °C

3: 100 percent / TFA / CH₂Cl₂ / 1 h / 20 °C

4: EDC / dimethylformamide / 1 h / 20 °C

With pyridine; thionyl chloride; hydroxylamine hydrochloride; sodium hydrogencarbonate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide; tert-butyl alcohol;

DOI:10.1248/cpb.49.268

upstream raw materials:

4-(2-oxo-2,3-dihydro-1,2λ⁴,3,5-oxathiadiazol-4-yl)benzoic acid

{(S)-1-[(S)-2-Amino-3-(4-methoxy-phenyl)-propionyl]-4-tert-butoxycarbonylmethyl-3-oxo-piperazin-2-yl}-acetic acid methyl ester

tert-butyl 4-cyanobenzoate

tert-butyl 4-[amino(hydroxyimino)methyl]benzoate