[(5S,11S,17S)-11-tert-Butoxymethyl-13-(2,2-dimethoxy-ethyl)-3,6,9,12,15,18-hexaoxo-17-(1-trityl-1H-imidazol-4-ylmethyl)-1,4,7,10,13,16-hexaaza-tricyclo[14.2.2.2^4,7]docos-5-yl]-acetic acid tert-butyl ester

Base Information

• Chemical Name: [(5S,11S,17S)-11-tert-Butoxymethyl-13-(2,2-dimethoxy-ethyl)-3,6,9,12,15,18-hexaoxo-17-(1-trityl-1H-imidazol-4-ylmethyl)-1,4,7,10,13,16-hexaaza-tricyclo[14.2.2.2^4,7]docos-5-yl]-acetic acid tert-butyl ester
• CAS No.: 194030-19-8
• Molecular Formula: C₅₄H₆₈N₈O₁₁
• Molecular Weight: 1005.18

Synonyms:

Chemical Property of [(5S,11S,17S)-11-tert-Butoxymethyl-13-(2,2-dimethoxy-ethyl)-3,6,9,12,15,18-hexaoxo-17-(1-trityl-1H-imidazol-4-ylmethyl)-1,4,7,10,13,16-hexaaza-tricyclo[14.2.2.2^4,7]docos-5-yl]-acetic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [(5S,11S,17S)-11-tert-Butoxymethyl-13-(2,2-dimethoxy-ethyl)-3,6,9,12,15,18-hexaoxo-17-(1-trityl-1H-imidazol-4-ylmethyl)-1,4,7,10,13,16-hexaaza-tricyclo[14.2.2.2^4,7]docos-5-yl]-acetic acid tert-butyl ester

There total 15 articles about [(5S,11S,17S)-11-tert-Butoxymethyl-13-(2,2-dimethoxy-ethyl)-3,6,9,12,15,18-hexaoxo-17-(1-trityl-1H-imidazol-4-ylmethyl)-1,4,7,10,13,16-hexaaza-tricyclo[14.2.2.2^4,7]docos-5-yl]-acetic acid 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:

trityl chloride (76-83-5) → [(5S,11S,17S)-11-tert-Butoxymethyl-13-(2,2-dimethoxy-ethyl)-3,6,9,12,15,18-hexaoxo-17-(1-trityl-1H-imidazol-4-ylmethyl)-1,4,7,10,13,16-hexaaza-tricyclo[14.2.2.24,7]docos-5-yl]-acetic acid tert-butyl ester (194030-19-8)

Guidance literature:

Multi-step reaction with 8 steps

1: TEA / CH₂Cl₂

2: 4N aq. HCl / dioxane

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

4: NaOH / methanol

5: DPPA, TEA / dimethylformamide

6: NaOH / methanol

7: H₂ / Pd/C / methanol

8: 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

Reference yield:

((S)-4-Methoxycarbonylmethyl-3-oxo-piperazin-2-yl)-acetic acid tert-butyl ester (202653-55-2) → [(5S,11S,17S)-11-tert-Butoxymethyl-13-(2,2-dimethoxy-ethyl)-3,6,9,12,15,18-hexaoxo-17-(1-trityl-1H-imidazol-4-ylmethyl)-1,4,7,10,13,16-hexaaza-tricyclo[14.2.2.24,7]docos-5-yl]-acetic acid tert-butyl ester (194030-19-8)

Guidance literature:

Multi-step reaction with 4 steps

1: DPPA, TEA / dimethylformamide

2: NaOH / methanol

3: H₂ / Pd/C / methanol

4: DPPA, TEA / dimethylformamide

With sodium hydroxide; 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-(1H-Imidazol-4-ylmethyl)-4-methoxycarbonylmethyl-3-oxo-piperazine-1-carboxylic acid tert-butyl ester → [(5S,11S,17S)-11-tert-Butoxymethyl-13-(2,2-dimethoxy-ethyl)-3,6,9,12,15,18-hexaoxo-17-(1-trityl-1H-imidazol-4-ylmethyl)-1,4,7,10,13,16-hexaaza-tricyclo[14.2.2.24,7]docos-5-yl]-acetic acid tert-butyl ester (194030-19-8)

Guidance literature:

Multi-step reaction with 8 steps

1: TEA / CH₂Cl₂

2: 4N aq. HCl / dioxane

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

4: NaOH / methanol

5: DPPA, TEA / dimethylformamide

6: NaOH / methanol

7: H₂ / Pd/C / methanol

8: 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)-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-tert-butoxycarbonylmethyl-2-oxo-piperazin-1-yl)-acetic acid

trityl chloride

((S)-4-Methoxycarbonylmethyl-3-oxo-piperazin-2-yl)-acetic acid tert-butyl ester

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

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