benzyl (2S,2′S)-3,3′-(4,8-dibromodibenzo[d,f][1,3]dioxepine-2,10-diyl)bis(1-(3-bromo-4-hydroxyphenethylamino)-1-oxopropane-3,2-diyl)dicarbamate

Base Information

Chemical Name:benzyl (2S,2′S)-3,3′-(4,8-dibromodibenzo[d,f][1,3]dioxepine-2,10-diyl)bis(1-(3-bromo-4-hydroxyphenethylamino)-1-oxopropane-3,2-diyl)dicarbamate
CAS No.:1394296-06-0
Molecular Formula:C₅₁H₄₆Br₄N₄O₁₀
Molecular Weight:1194.56
Hs Code.:

Synonyms:benzyl (2S,2′S)-3,3′-(4,8-dibromodibenzo[d,f][1,3]dioxepine-2,10-diyl)bis(1-(3-bromo-4-hydroxyphenethylamino)-1-oxopropane-3,2-diyl)dicarbamate

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Chemical Property of benzyl (2S,2′S)-3,3′-(4,8-dibromodibenzo[d,f][1,3]dioxepine-2,10-diyl)bis(1-(3-bromo-4-hydroxyphenethylamino)-1-oxopropane-3,2-diyl)dicarbamate

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Technology Process of benzyl (2S,2′S)-3,3′-(4,8-dibromodibenzo[d,f][1,3]dioxepine-2,10-diyl)bis(1-(3-bromo-4-hydroxyphenethylamino)-1-oxopropane-3,2-diyl)dicarbamate

There total 5 articles about benzyl (2S,2′S)-3,3′-(4,8-dibromodibenzo[d,f][1,3]dioxepine-2,10-diyl)bis(1-(3-bromo-4-hydroxyphenethylamino)-1-oxopropane-3,2-diyl)dicarbamate 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: 53.0%

: 1394296-04-8
(2S,2′S)-3,3′-(4,8-dibromodibenzo[d,f][1,3]dioxepine-2,10-diyl)-bis(2-(benzyloxycarbonylamino)propanoic acid)

: 1394296-06-0
benzyl (2S,2′S)-3,3′-(4,8-dibromodibenzo[d,f][1,3]dioxepine-2,10-diyl)bis(1-(3-bromo-4-hydroxyphenethylamino)-1-oxopropane-3,2-diyl)dicarbamate

Guidance literature:: With 2-(3-bromo-4-hydroxyphenyl)ethylamine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; N,N-dimethyl-formamide; at 0 ℃; for 5h; Inert atmosphere;
DOI:10.1039/c2ob25874a

Reference yield:

: 13512-31-7
N-(benzyloxycarbonyl)-L-tyrosine methyl ester

: 1394296-06-0
benzyl (2S,2′S)-3,3′-(4,8-dibromodibenzo[d,f][1,3]dioxepine-2,10-diyl)bis(1-(3-bromo-4-hydroxyphenethylamino)-1-oxopropane-3,2-diyl)dicarbamate

Guidance literature:: Multi-step reaction with 5 steps

1.1: trifluoroacetic acid; thallium(III) trifluoroacetate; vanadium(V) oxytrifluoride / dichloromethane; ethyl acetate / 0.75 h / -20 °C / Inert atmosphere

2.1: N-Bromosuccinimide / acetonitrile / 0.25 h / 0 °C / Inert atmosphere

3.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere

3.2: 29 h / 50 °C

4.1: lithium hydroxide / tetrahydrofuran; water / 5 h / 20 °C / Inert atmosphere

5.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 2-(3-bromo-4-hydroxyphenyl)ethylamine; triethylamine / dichloromethane; N,N-dimethyl-formamide / 5 h / 0 °C / Inert atmosphere

With N-Bromosuccinimide; vanadium(V) oxytrifluoride; 2-(3-bromo-4-hydroxyphenyl)ethylamine; sodium hydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; lithium hydroxide; thallium(III) trifluoroacetate; In tetrahydrofuran; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1039/c2ob25874a

Reference yield:

: 1394296-02-6
(2S,2′S)-dimethyl 3,3′-(4,8-dibromodibenzo[d,f ][1,3]dioxepine-2,10-diyl)bis(2-(benzyloxycarbonylamino)propanoate)

: 1394296-06-0
benzyl (2S,2′S)-3,3′-(4,8-dibromodibenzo[d,f][1,3]dioxepine-2,10-diyl)bis(1-(3-bromo-4-hydroxyphenethylamino)-1-oxopropane-3,2-diyl)dicarbamate

Guidance literature:: Multi-step reaction with 2 steps

1: lithium hydroxide / tetrahydrofuran; water / 5 h / 20 °C / Inert atmosphere

2: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 2-(3-bromo-4-hydroxyphenyl)ethylamine; triethylamine / dichloromethane; N,N-dimethyl-formamide / 5 h / 0 °C / Inert atmosphere

With 2-(3-bromo-4-hydroxyphenyl)ethylamine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; lithium hydroxide; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1039/c2ob25874a