(S)-{[(8R,11R,14S)-8-Amino-11-(4-benzyloxy-phenyl)-18,19-dibromo-4-hydroxy-5-iodo-9,12-dioxo-2-oxa-10,13-diaza-tricyclo[14.2.2.1^3,7]henicosa-1⁽¹⁹⁾,3⁽²¹⁾,4,6,16⁽²⁰⁾,17-hexaene-14-carbonyl]-amino}-(3,5-dimethoxy-phenyl)-acetic acid methyl ester

Base Information

• Chemical Name: (S)-{[(8R,11R,14S)-8-Amino-11-(4-benzyloxy-phenyl)-18,19-dibromo-4-hydroxy-5-iodo-9,12-dioxo-2-oxa-10,13-diaza-tricyclo[14.2.2.1^3,7]henicosa-1⁽¹⁹⁾,3⁽²¹⁾,4,6,16⁽²⁰⁾,17-hexaene-14-carbonyl]-amino}-(3,5-dimethoxy-phenyl)-acetic acid methyl ester
• CAS No.: 173383-11-4
• Molecular Formula: C₄₃H₃₉Br₂IN₄O₁₀
• Molecular Weight: 1058.52

Synonyms:(S)-{[(8R,11R,14S)-8-Amino-11-(4-benzyloxy-phenyl)-18,19-dibromo-4-hydroxy-5-iodo-9,12-dioxo-2-oxa-10,13-diaza-tricyclo[14.2.2.1^3,7]henicosa-1⁽¹⁹⁾,3⁽²¹⁾,4,6,16⁽²⁰⁾,17-hexaene-14-carbonyl]-amino}-(3,5-dimethoxy-phenyl)-acetic acid methyl ester

Chemical Property of (S)-{[(8R,11R,14S)-8-Amino-11-(4-benzyloxy-phenyl)-18,19-dibromo-4-hydroxy-5-iodo-9,12-dioxo-2-oxa-10,13-diaza-tricyclo[14.2.2.1^3,7]henicosa-1⁽¹⁹⁾,3⁽²¹⁾,4,6,16⁽²⁰⁾,17-hexaene-14-carbonyl]-amino}-(3,5-dimethoxy-phenyl)-acetic acid methyl ester

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Technology Process of (S)-{[(8R,11R,14S)-8-Amino-11-(4-benzyloxy-phenyl)-18,19-dibromo-4-hydroxy-5-iodo-9,12-dioxo-2-oxa-10,13-diaza-tricyclo[14.2.2.1^3,7]henicosa-1⁽¹⁹⁾,3⁽²¹⁾,4,6,16⁽²⁰⁾,17-hexaene-14-carbonyl]-amino}-(3,5-dimethoxy-phenyl)-acetic acid methyl ester

There total 8 articles about (S)-{[(8R,11R,14S)-8-Amino-11-(4-benzyloxy-phenyl)-18,19-dibromo-4-hydroxy-5-iodo-9,12-dioxo-2-oxa-10,13-diaza-tricyclo[14.2.2.1^3,7]henicosa-1⁽¹⁹⁾,3⁽²¹⁾,4,6,16⁽²⁰⁾,17-hexaene-14-carbonyl]-amino}-(3,5-dimethoxy-phenyl)-acetic acid methyl 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: 81.0%

C48H47Br2IN4O12 (173383-10-3) → (S)-{[(8R,11R,14S)-8-Amino-11-(4-benzyloxy-phenyl)-18,19-dibromo-4-hydroxy-5-iodo-9,12-dioxo-2-oxa-10,13-diaza-tricyclo[14.2.2.13,7]henicosa-1(19),3(21),4,6,16(20),17-hexaene-14-carbonyl]-amino}-(3,5-dimethoxy-phenyl)-acetic acid methyl ester (173383-11-4)

Guidance literature:

With trifluoroacetic acid;

DOI:10.1016/0040-4039(95)01857-E

Reference yield:

3,5-dimethoxybenzaldehdye (7311-34-4) → (S)-{[(8R,11R,14S)-8-Amino-11-(4-benzyloxy-phenyl)-18,19-dibromo-4-hydroxy-5-iodo-9,12-dioxo-2-oxa-10,13-diaza-tricyclo[14.2.2.13,7]henicosa-1(19),3(21),4,6,16(20),17-hexaene-14-carbonyl]-amino}-(3,5-dimethoxy-phenyl)-acetic acid methyl ester (173383-11-4)

Guidance literature:

Multi-step reaction with 7 steps

3: 1.) 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide, 1-hydroxybenztriazole, ⁱPr₂EtN; 2.) TFA

4: 1.) 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide, 1-hydroxybenztriazole; 2.) TFA

5: 1.) 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide, 1-hydroxybenztriazole; 2.) TFA

6: 42 percent / thallium (III) nitrate / tetrahydrofuran; methanol; various solvent(s)

7: 81 percent / TFA

With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; thallium(III) nitrate; In tetrahydrofuran; methanol;

DOI:10.1016/0040-4039(95)01857-E

Reference yield:

N-[(1,1-dimethylethoxy)carbonyl]-3,5-dibromo-L-tyrosine (58960-71-7,349535-07-5) → (S)-{[(8R,11R,14S)-8-Amino-11-(4-benzyloxy-phenyl)-18,19-dibromo-4-hydroxy-5-iodo-9,12-dioxo-2-oxa-10,13-diaza-tricyclo[14.2.2.13,7]henicosa-1(19),3(21),4,6,16(20),17-hexaene-14-carbonyl]-amino}-(3,5-dimethoxy-phenyl)-acetic acid methyl ester (173383-11-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide, 1-hydroxybenztriazole, ⁱPr₂EtN; 2.) TFA

2: 1.) 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide, 1-hydroxybenztriazole; 2.) TFA

3: 1.) 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide, 1-hydroxybenztriazole; 2.) TFA

4: 42 percent / thallium (III) nitrate / tetrahydrofuran; methanol; various solvent(s)

5: 81 percent / TFA

With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; thallium(III) nitrate; In tetrahydrofuran; methanol;

DOI:10.1016/0040-4039(95)01857-E

upstream raw materials:

C₄₈H₄₇Br₂IN₄O₁₂

3,5-dimethoxybenzaldehdye

N-[(1,1-dimethylethoxy)carbonyl]-3,5-dibromo-L-tyrosine

Acetylamino-(3,5-dimethoxy-phenyl)-acetic acid

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