(Z)-6-((2R,5R,8R,11R,12S)-8-benzyl-2-isopropyl-5,12-dimethyl-3,6,9,13-tetraoxo-1,4,7,10-tetraaza-cyclotridec-11-yl)-hex-4-enioc acid 2,2,2-trichloro-ethyl ester

Base Information

• Chemical Name: (Z)-6-((2R,5R,8R,11R,12S)-8-benzyl-2-isopropyl-5,12-dimethyl-3,6,9,13-tetraoxo-1,4,7,10-tetraaza-cyclotridec-11-yl)-hex-4-enioc acid 2,2,2-trichloro-ethyl ester
• CAS No.: 934008-60-3
• Molecular Formula: C₂₉H₃₉Cl₃N₄O₆
• Molecular Weight: 646.011

Synonyms:(Z)-6-((2R,5R,8R,11R,12S)-8-benzyl-2-isopropyl-5,12-dimethyl-3,6,9,13-tetraoxo-1,4,7,10-tetraaza-cyclotridec-11-yl)-hex-4-enioc acid 2,2,2-trichloro-ethyl ester

Chemical Property of (Z)-6-((2R,5R,8R,11R,12S)-8-benzyl-2-isopropyl-5,12-dimethyl-3,6,9,13-tetraoxo-1,4,7,10-tetraaza-cyclotridec-11-yl)-hex-4-enioc acid 2,2,2-trichloro-ethyl ester

Chemical Property:

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Technology Process of (Z)-6-((2R,5R,8R,11R,12S)-8-benzyl-2-isopropyl-5,12-dimethyl-3,6,9,13-tetraoxo-1,4,7,10-tetraaza-cyclotridec-11-yl)-hex-4-enioc acid 2,2,2-trichloro-ethyl ester

There total 1 articles about (Z)-6-((2R,5R,8R,11R,12S)-8-benzyl-2-isopropyl-5,12-dimethyl-3,6,9,13-tetraoxo-1,4,7,10-tetraaza-cyclotridec-11-yl)-hex-4-enioc acid 2,2,2-trichloro-ethyl 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:

8-(2-tert-butoxycarbonylamino-3-phenyl-propionylamino)-9-[1-(1-carboxy-ethylcarbamoyl)-2-methyl-propylcarbamoyl]-dec-4-enoic acid 2,2,2-trichloro-ethyl ester; compound with trifluoro-acetic acid → (Z)-6-((2R,5R,8R,11R,12S)-8-benzyl-2-isopropyl-5,12-dimethyl-3,6,9,13-tetraoxo-1,4,7,10-tetraaza-cyclotridec-11-yl)-hex-4-enioc acid 2,2,2-trichloro-ethyl ester (934008-60-3)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; HATU; In dichloromethane; N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1021/ol070046y

Reference yield: 94.0%

(Z)-6-((2R,5R,8R,11R,12S)-8-benzyl-2-isopropyl-5,12-dimethyl-3,6,9,13-tetraoxo-1,4,7,10-tetraaza-cyclotridec-11-yl)-hex-4-enioc acid 2,2,2-trichloro-ethyl ester (934008-60-3) → (Z)-6-((2R,5R,8R,11R,12S)-8-benzyl-2-isopropyl-5,12-dimethyl-3,6,9,13-tetraoxo-1,4,7,10-tetraazacyclotridecan-11-yl)hex-4-enoic acid

Guidance literature:

With acetic acid; zinc; at 20 ℃; for 5h;

DOI:10.1021/ol070046y

Reference yield:

(Z)-6-((2R,5R,8R,11R,12S)-8-benzyl-2-isopropyl-5,12-dimethyl-3,6,9,13-tetraoxo-1,4,7,10-tetraaza-cyclotridec-11-yl)-hex-4-enioc acid 2,2,2-trichloro-ethyl ester (934008-60-3) → (Z)-6-[(2R,5R,8R,11R,12S)-8-benzyl-2-isopropyl-5,12-dimethyl-3,6,9,13-tetraoxo-1,4,7,10-tetraazacyclotridecan-11-yl]hex-4-enamide

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / AcOH; zinc / 5 h / 20 °C

2: 92 percent / ethyldiisopropylamine; 1-hydroxybenzotriazole; ammonia / 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride / CH₂Cl₂; dimethylformamide; dioxane / 20 °C

With ammonia; benzotriazol-1-ol; acetic acid; N-ethyl-N,N-diisopropylamine; zinc; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ol070046y

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