((S)-4-{2-[(S)-4-{2-[((S)-2-Benzyloxycarbonylamino-3-tert-butoxy-propionyl)-(2,2-dimethoxy-ethyl)-amino]-acetyl}-2-oxo-3-(1-trityl-1H-imidazol-4-ylmethyl)-piperazin-1-yl]-acetyl}-3-methyl-2-oxo-piperazin-1-yl)-acetic acid methyl ester

Base Information

• Chemical Name: ((S)-4-{2-[(S)-4-{2-[((S)-2-Benzyloxycarbonylamino-3-tert-butoxy-propionyl)-(2,2-dimethoxy-ethyl)-amino]-acetyl}-2-oxo-3-(1-trityl-1H-imidazol-4-ylmethyl)-piperazin-1-yl]-acetyl}-3-methyl-2-oxo-piperazin-1-yl)-acetic acid methyl ester
• CAS No.: 193952-43-1
• Molecular Formula: C₅₈H₇₀N₈O₁₂
• Molecular Weight: 1071.24

Synonyms:

Chemical Property of ((S)-4-{2-[(S)-4-{2-[((S)-2-Benzyloxycarbonylamino-3-tert-butoxy-propionyl)-(2,2-dimethoxy-ethyl)-amino]-acetyl}-2-oxo-3-(1-trityl-1H-imidazol-4-ylmethyl)-piperazin-1-yl]-acetyl}-3-methyl-2-oxo-piperazin-1-yl)-acetic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ((S)-4-{2-[(S)-4-{2-[((S)-2-Benzyloxycarbonylamino-3-tert-butoxy-propionyl)-(2,2-dimethoxy-ethyl)-amino]-acetyl}-2-oxo-3-(1-trityl-1H-imidazol-4-ylmethyl)-piperazin-1-yl]-acetyl}-3-methyl-2-oxo-piperazin-1-yl)-acetic acid methyl ester

There total 12 articles about ((S)-4-{2-[(S)-4-{2-[((S)-2-Benzyloxycarbonylamino-3-tert-butoxy-propionyl)-(2,2-dimethoxy-ethyl)-amino]-acetyl}-2-oxo-3-(1-trityl-1H-imidazol-4-ylmethyl)-piperazin-1-yl]-acetyl}-3-methyl-2-oxo-piperazin-1-yl)-acetic 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:

(S)-4-Methoxycarbonylmethyl-2-methyl-3-oxo-3,4-dihydro-2H-pyrazine-1-carboxylic acid benzyl ester (193952-35-1) → ((S)-4-{2-[(S)-4-{2-[((S)-2-Benzyloxycarbonylamino-3-tert-butoxy-propionyl)-(2,2-dimethoxy-ethyl)-amino]-acetyl}-2-oxo-3-(1-trityl-1H-imidazol-4-ylmethyl)-piperazin-1-yl]-acetyl}-3-methyl-2-oxo-piperazin-1-yl)-acetic acid methyl ester (193952-43-1)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / Pd/C / methanol

2: DPPA, TEA / dimethylformamide

With TEA; diphenyl-phosphinic acid; hydrogen; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide;

DOI:10.1248/cpb.45.1228

Reference yield:

[((S)-2-Benzyloxycarbonylamino-propionyl)-(2,2-dimethoxy-ethyl)-amino]-acetic acid methyl ester → ((S)-4-{2-[(S)-4-{2-[((S)-2-Benzyloxycarbonylamino-3-tert-butoxy-propionyl)-(2,2-dimethoxy-ethyl)-amino]-acetyl}-2-oxo-3-(1-trityl-1H-imidazol-4-ylmethyl)-piperazin-1-yl]-acetyl}-3-methyl-2-oxo-piperazin-1-yl)-acetic acid methyl ester (193952-43-1)

Guidance literature:

Multi-step reaction with 3 steps

1: p-TsOH / toluene

2: H₂ / Pd/C / methanol

3: DPPA, TEA / dimethylformamide

With TEA; diphenyl-phosphinic acid; hydrogen; toluene-4-sulfonic acid; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide; toluene;

DOI:10.1248/cpb.45.1228

Reference yield:

(S)-2-(1H-Imidazol-4-ylmethyl)-4-methoxycarbonylmethyl-3-oxo-3,4-dihydro-2H-pyrazine-1-carboxylic acid tert-butyl ester (185117-65-1) → ((S)-4-{2-[(S)-4-{2-[((S)-2-Benzyloxycarbonylamino-3-tert-butoxy-propionyl)-(2,2-dimethoxy-ethyl)-amino]-acetyl}-2-oxo-3-(1-trityl-1H-imidazol-4-ylmethyl)-piperazin-1-yl]-acetyl}-3-methyl-2-oxo-piperazin-1-yl)-acetic acid methyl ester (193952-43-1)

Guidance literature:

Multi-step reaction with 6 steps

1: H₂ / Pd/C / methanol

2: TEA / CH₂Cl₂

3: 4N aq. HCl / dioxane

4: ethyl((dimethylamino)propyl)carbodiimide hydrochloride, hydroxybenzotriazole, DIPEA / dimethylformamide

5: NaOH / methanol

6: DPPA, TEA / dimethylformamide

With hydrogenchloride; sodium hydroxide; TEA; diphenyl-phosphinic acid; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1248/cpb.45.1228

upstream raw materials:

[(S)-4-{2-[((S)-2-Benzyloxycarbonylamino-3-tert-butoxy-propionyl)-(2,2-dimethoxy-ethyl)-amino]-acetyl}-2-oxo-3-(1-trityl-1H-imidazol-4-ylmethyl)-piperazin-1-yl]-acetic acid

trityl chloride

(S)-4-Methoxycarbonylmethyl-2-methyl-3-oxo-3,4-dihydro-2H-pyrazine-1-carboxylic acid benzyl ester

(S)-2-(1H-Imidazol-4-ylmethyl)-4-methoxycarbonylmethyl-3-oxo-3,4-dihydro-2H-pyrazine-1-carboxylic acid tert-butyl ester

Downstream raw materials:

((S)-4-{2-[(S)-4-{2-[((S)-2-Amino-3-tert-butoxy-propionyl)-(2,2-dimethoxy-ethyl)-amino]-acetyl}-2-oxo-3-(1-trityl-1H-imidazol-4-ylmethyl)-piperazin-1-yl]-acetyl}-3-methyl-2-oxo-piperazin-1-yl)-acetic acid

(6S,12S,18S)-12-tert-Butoxymethyl-10-(2,2-dimethoxy-ethyl)-18-methyl-6-(1-trityl-1H-imidazol-4-ylmethyl)-1,4,7,10,13,16-hexaaza-tricyclo[14.2.2.2^4,7]docosane-2,5,8,11,14,17-hexaone

((S)-4-{2-[(S)-4-{2-[((S)-2-Benzyloxycarbonylamino-3-tert-butoxy-propionyl)-(2,2-dimethoxy-ethyl)-amino]-acetyl}-2-oxo-3-(1-trityl-1H-imidazol-4-ylmethyl)-piperazin-1-yl]-acetyl}-3-methyl-2-oxo-piperazin-1-yl)-acetic acid

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