(2S)-tert-butyl 2-{3-{(1S)-1-[N-(4R,5S,9E)-(1,6-diaza-4-hydroxy-5-isopropyl-2,7-dioxocyclododeca-9-en-8-yl),N-(2,4-dimethoxybenzyl)carbamoyl]-2-phenylethyl}ureido}-3-methylbutanoate

Base Information

Chemical Name:(2S)-tert-butyl 2-{3-{(1S)-1-[N-(4R,5S,9E)-(1,6-diaza-4-hydroxy-5-isopropyl-2,7-dioxocyclododeca-9-en-8-yl),N-(2,4-dimethoxybenzyl)carbamoyl]-2-phenylethyl}ureido}-3-methylbutanoate
CAS No.:1610607-78-7
Molecular Formula:C₄₁H₅₉N₅O₉
Molecular Weight:765.948
Hs Code.:

(2S)-tert-butyl 2-{3-{(1S)-1-[N-(4R,5S,9E)-(1,6-diaza-4-hydroxy-5-isopropyl-2,7-dioxocyclododeca-9-en-8-yl),N-(2,4-dimethoxybenzyl)carbamoyl]-2-phenylethyl}ureido}-3-methylbutanoate

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Chemical Property of (2S)-tert-butyl 2-{3-{(1S)-1-[N-(4R,5S,9E)-(1,6-diaza-4-hydroxy-5-isopropyl-2,7-dioxocyclododeca-9-en-8-yl),N-(2,4-dimethoxybenzyl)carbamoyl]-2-phenylethyl}ureido}-3-methylbutanoate

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Technology Process of (2S)-tert-butyl 2-{3-{(1S)-1-[N-(4R,5S,9E)-(1,6-diaza-4-hydroxy-5-isopropyl-2,7-dioxocyclododeca-9-en-8-yl),N-(2,4-dimethoxybenzyl)carbamoyl]-2-phenylethyl}ureido}-3-methylbutanoate

There total 10 articles about (2S)-tert-butyl 2-{3-{(1S)-1-[N-(4R,5S,9E)-(1,6-diaza-4-hydroxy-5-isopropyl-2,7-dioxocyclododeca-9-en-8-yl),N-(2,4-dimethoxybenzyl)carbamoyl]-2-phenylethyl}ureido}-3-methylbutanoate 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: 29.0%

: 20781-20-8
2,4-Dimethoxybenzylamine

: 1610607-64-1
C₁₉H₂₈N₂O₅

: (2S)-tert-butyl 2-3-(1S)-1-[N-(4R,5S,9E)-(1,6-diaza-4-hydroxy-5-isopropyl-2,7-dioxocyclododeca-9-en-8-yl)N-(2,4-dimethoxybenzyl)carbamoyl]-2-methylpropylureido-3-methylbutanoate

: 1610607-78-7
(2S)-tert-butyl 2-{3-{(1S)-1-[N-(4R,5S,9E)-(1,6-diaza-4-hydroxy-5-isopropyl-2,7-dioxocyclododeca-9-en-8-yl),N-(2,4-dimethoxybenzyl)carbamoyl]-2-phenylethyl}ureido}-3-methylbutanoate

Guidance literature:: In dichloromethane; at 40 ℃; for 41h; Inert atmosphere;
DOI:10.1002/anie.201402428

Reference yield:

: 5-aminopent-3-enyl acetate

: 1610607-78-7
(2S)-tert-butyl 2-{3-{(1S)-1-[N-(4R,5S,9E)-(1,6-diaza-4-hydroxy-5-isopropyl-2,7-dioxocyclododeca-9-en-8-yl),N-(2,4-dimethoxybenzyl)carbamoyl]-2-phenylethyl}ureido}-3-methylbutanoate

Guidance literature:: Multi-step reaction with 8 steps

1: dmap; N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 19 h / 0 - 20 °C / Inert atmosphere

2: trifluoroacetic acid / water / 2 h / 0 °C / Inert atmosphere

3: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 72 h / 0 °C / Inert atmosphere

4: 1H-imidazole / N,N-dimethyl-formamide / 30 h / 0 - 20 °C / Inert atmosphere

5: 2-iodoxybenzoic acid / acetonitrile / 1 h / 20 - 80 °C / Inert atmosphere

6: triethylamine; bis(trichloromethyl) carbonate / dichloromethane / 0.5 h / -78 °C / Inert atmosphere

7: dichloromethane / 36 h / 40 °C / Inert atmosphere

8: dichloromethane / 41 h / 40 °C / Inert atmosphere

With 1H-imidazole; dmap; 2-iodoxybenzoic acid; bis(trichloromethyl) carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1002/anie.201402428

Reference yield:

: 1610607-53-8
(3R,4S)-[N-(3E)-(5-acetoxypent-3-enyl)]-4-formamido-3-oxy-5-methylhexanamide

: 1610607-78-7
(2S)-tert-butyl 2-{3-{(1S)-1-[N-(4R,5S,9E)-(1,6-diaza-4-hydroxy-5-isopropyl-2,7-dioxocyclododeca-9-en-8-yl),N-(2,4-dimethoxybenzyl)carbamoyl]-2-phenylethyl}ureido}-3-methylbutanoate

Guidance literature:: Multi-step reaction with 5 steps

1: 1H-imidazole / N,N-dimethyl-formamide / 30 h / 0 - 20 °C / Inert atmosphere

2: 2-iodoxybenzoic acid / acetonitrile / 1 h / 20 - 80 °C / Inert atmosphere

3: triethylamine; bis(trichloromethyl) carbonate / dichloromethane / 0.5 h / -78 °C / Inert atmosphere

4: dichloromethane / 36 h / 40 °C / Inert atmosphere

5: dichloromethane / 41 h / 40 °C / Inert atmosphere

With 1H-imidazole; 2-iodoxybenzoic acid; bis(trichloromethyl) carbonate; triethylamine; In dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1002/anie.201402428