[(R)-(R*,S*)]-[5-[[3-(3,5-dibromo-4-hydroxyphenyl)-2-[[[4-(1,4-dihydro-2-oxo-3(2H)-quinazolinyl)-1-piperidinyl]carbonyl]amino]-1-oxopropyl]amino]-6-oxo-6-[4-(4-pyridinyl)-1-piperazinyl]hexyl]-carbamic acid 1,1-dimethylethyl ester

Base Information

• Chemical Name: [(R)-(R*,S*)]-[5-[[3-(3,5-dibromo-4-hydroxyphenyl)-2-[[[4-(1,4-dihydro-2-oxo-3(2H)-quinazolinyl)-1-piperidinyl]carbonyl]amino]-1-oxopropyl]amino]-6-oxo-6-[4-(4-pyridinyl)-1-piperazinyl]hexyl]-carbamic acid 1,1-dimethylethyl ester
• CAS No.: 204696-52-6
• Molecular Formula: C₄₃H₅₅Br₂N₉O₇
• Molecular Weight: 969.774

Synonyms:[(R)-(R*,S*)]-[5-[[3-(3,5-dibromo-4-hydroxyphenyl)-2-[[[4-(1,4-dihydro-2-oxo-3(2H)-quinazolinyl)-1-piperidinyl]carbonyl]amino]-1-oxopropyl]amino]-6-oxo-6-[4-(4-pyridinyl)-1-piperazinyl]hexyl]-carbamic acid 1,1-dimethylethyl ester

Chemical Property of [(R)-(R*,S*)]-[5-[[3-(3,5-dibromo-4-hydroxyphenyl)-2-[[[4-(1,4-dihydro-2-oxo-3(2H)-quinazolinyl)-1-piperidinyl]carbonyl]amino]-1-oxopropyl]amino]-6-oxo-6-[4-(4-pyridinyl)-1-piperazinyl]hexyl]-carbamic acid 1,1-dimethylethyl ester

Chemical Property:

Purity/Quality:

≥95% ^*data from raw suppliers

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Technology Process of [(R)-(R*,S*)]-[5-[[3-(3,5-dibromo-4-hydroxyphenyl)-2-[[[4-(1,4-dihydro-2-oxo-3(2H)-quinazolinyl)-1-piperidinyl]carbonyl]amino]-1-oxopropyl]amino]-6-oxo-6-[4-(4-pyridinyl)-1-piperazinyl]hexyl]-carbamic acid 1,1-dimethylethyl ester

There total 5 articles about [(R)-(R*,S*)]-[5-[[3-(3,5-dibromo-4-hydroxyphenyl)-2-[[[4-(1,4-dihydro-2-oxo-3(2H)-quinazolinyl)-1-piperidinyl]carbonyl]amino]-1-oxopropyl]amino]-6-oxo-6-[4-(4-pyridinyl)-1-piperazinyl]hexyl]-carbamic acid 1,1-dimethylethyl 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: 83.0%

3,5-dibromo-N-{[4-(2-oxo-1,4-dihydroquinazolin-3(2H)-yl)piperidin-1-yl]carbonyl}-D-tyrosine (862805-23-0) + [(5S)-5-amino-6-oxo-6-[4-(4-pyridinyl)-1-piperazinyl]hexyl]-1,1-dimethylethylestermono[tetrafluoroborate(1-)]carbamoyl acid → [(R)-(R*,S*)]-[5-[[3-(3,5-dibromo-4-hydroxyphenyl)-2-[[[4-(1,4-dihydro-2-oxo-3(2H)-quinazolinyl)-1-piperidinyl]carbonyl]amino]-1-oxopropyl]amino]-6-oxo-6-[4-(4-pyridinyl)-1-piperazinyl]hexyl]-carbamic acid 1,1-dimethylethyl ester (204696-52-6)

Guidance literature:

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In DMF (N,N-dimethyl-formamide); at 0 - 20 ℃; for 14h;

Reference yield:

(R)-N-(1-oxo-(3,4-dihydroquinazolin-2(1H)-yl)piperidinyl)-3,5-dibromotyrosine methylester → [(R)-(R*,S*)]-[5-[[3-(3,5-dibromo-4-hydroxyphenyl)-2-[[[4-(1,4-dihydro-2-oxo-3(2H)-quinazolinyl)-1-piperidinyl]carbonyl]amino]-1-oxopropyl]amino]-6-oxo-6-[4-(4-pyridinyl)-1-piperazinyl]hexyl]-carbamic acid 1,1-dimethylethyl ester (204696-52-6)

Guidance literature:

Multi-step reaction with 2 steps

1: water; lithium hydroxide monohydrate / 1,2-dimethoxyethane / 40 °C

2: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; benzotriazol-1-ol / N,N-dimethyl-formamide

With lithium hydroxide monohydrate; water; benzotriazol-1-ol; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; In 1,2-dimethoxyethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2014.04.033

Reference yield:

3,5-dibromo-D-tyrosine methyl ester (173383-29-4) → [(R)-(R*,S*)]-[5-[[3-(3,5-dibromo-4-hydroxyphenyl)-2-[[[4-(1,4-dihydro-2-oxo-3(2H)-quinazolinyl)-1-piperidinyl]carbonyl]amino]-1-oxopropyl]amino]-6-oxo-6-[4-(4-pyridinyl)-1-piperazinyl]hexyl]-carbamic acid 1,1-dimethylethyl ester (204696-52-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 1,2,4-Triazole / N,N-dimethyl-formamide

2: water; lithium hydroxide monohydrate / 1,2-dimethoxyethane / 40 °C

3: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; benzotriazol-1-ol / N,N-dimethyl-formamide

With 1,2,4-Triazole; lithium hydroxide monohydrate; water; benzotriazol-1-ol; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; In 1,2-dimethoxyethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2014.04.033

upstream raw materials:

3,5-dibromo-N-{[4-(2-oxo-1,4-dihydroquinazolin-3(2H)-yl)piperidin-1-yl]carbonyl}-D-tyrosine

3,5-dibromo-D-tyrosine methyl ester

3-piperidin-4-yl-3,4-dihydro-1H-quinazoline-2-one

1-[N⁶-(1,1-dimethylethoxycarbonyl)-L-lysyl]-4-(4-pyridinyl)piperazine

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