benzyl {2-[{[(8S,11S,14S)-14-[(tert-butoxycarbonyl)amino]-11-{3-[(tert-butoxycarbonyl)amino]propyl}-5,17-dihydroxy-10,13-dioxo-9,12-diazatricyclo[14.3.1.1(2,6)]henicosa-1⁽²⁰⁾,2⁽²¹⁾,3,5,16,18-hexaen-8-yl]carbonyl}(2-hydroxyethyl)amino]ethyl}carbamate

Base Information

• Chemical Name: benzyl {2-[{[(8S,11S,14S)-14-[(tert-butoxycarbonyl)amino]-11-{3-[(tert-butoxycarbonyl)amino]propyl}-5,17-dihydroxy-10,13-dioxo-9,12-diazatricyclo[14.3.1.1(2,6)]henicosa-1⁽²⁰⁾,2⁽²¹⁾,3,5,16,18-hexaen-8-yl]carbonyl}(2-hydroxyethyl)amino]ethyl}carbamate
• CAS No.: 911367-57-2
• Molecular Formula: C₄₅H₆₀N₆O₁₂
• Molecular Weight: 877.004

Synonyms:

Chemical Property of benzyl {2-[{[(8S,11S,14S)-14-[(tert-butoxycarbonyl)amino]-11-{3-[(tert-butoxycarbonyl)amino]propyl}-5,17-dihydroxy-10,13-dioxo-9,12-diazatricyclo[14.3.1.1(2,6)]henicosa-1⁽²⁰⁾,2⁽²¹⁾,3,5,16,18-hexaen-8-yl]carbonyl}(2-hydroxyethyl)amino]ethyl}carbamate

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Technology Process of benzyl {2-[{[(8S,11S,14S)-14-[(tert-butoxycarbonyl)amino]-11-{3-[(tert-butoxycarbonyl)amino]propyl}-5,17-dihydroxy-10,13-dioxo-9,12-diazatricyclo[14.3.1.1(2,6)]henicosa-1⁽²⁰⁾,2⁽²¹⁾,3,5,16,18-hexaen-8-yl]carbonyl}(2-hydroxyethyl)amino]ethyl}carbamate

There total 3 articles about benzyl {2-[{[(8S,11S,14S)-14-[(tert-butoxycarbonyl)amino]-11-{3-[(tert-butoxycarbonyl)amino]propyl}-5,17-dihydroxy-10,13-dioxo-9,12-diazatricyclo[14.3.1.1(2,6)]henicosa-1⁽²⁰⁾,2⁽²¹⁾,3,5,16,18-hexaen-8-yl]carbonyl}(2-hydroxyethyl)amino]ethyl}carbamate 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: 20.0%

benzyl-{2-[(2-hydroxyethyl)amino]ethyl}carbamate (3560-45-0) → benzyl {2-[{[(8S,11S,14S)-14-[(tert-butoxycarbonyl)amino]-11-{3-[(tert-butoxycarbonyl)amino]propyl}-5,17-dihydroxy-10,13-dioxo-9,12-diazatricyclo[14.3.1.1(2,6)]henicosa-1(20),2(21),3,5,16,18-hexaen-8-yl]carbonyl}(2-hydroxyethyl)amino]ethyl}carbamate (911367-57-2)

Guidance literature:

(8S,11S,14S)-14-{(tert-butoxycarbonyl)amino-11-[3-[(tert-butoxycarbonyl)-amino]propyl]}-5,17-dihydroxy-10,13-dioxo-9,12-diazatricyclo[14.3.1.12,6]-henicosa-1(20),2(21),3,5,16,18-hexaene-8-carboxylic acid; With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 20 ℃; for 0.5h;

benzyl-{2-[(2-hydroxyethyl)amino]ethyl}carbamate; In N,N-dimethyl-formamide; at 20 ℃; for 15h;

Reference yield:

benzyl 2-hydroxyethylcarbamate (77987-49-6) → benzyl {2-[{[(8S,11S,14S)-14-[(tert-butoxycarbonyl)amino]-11-{3-[(tert-butoxycarbonyl)amino]propyl}-5,17-dihydroxy-10,13-dioxo-9,12-diazatricyclo[14.3.1.1(2,6)]henicosa-1(20),2(21),3,5,16,18-hexaen-8-yl]carbonyl}(2-hydroxyethyl)amino]ethyl}carbamate (911367-57-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: triethylamine / dichloromethane / 20 °C

2.1: potassium carbonate / acetonitrile / 50 °C

3.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 0.5 h / 20 °C

3.2: 15 h / 20 °C

With potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; HATU; In dichloromethane; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

2-(((benzyloxy)carbonyl)amino)ethyl 1-methanesulfonate (134307-72-5) → benzyl {2-[{[(8S,11S,14S)-14-[(tert-butoxycarbonyl)amino]-11-{3-[(tert-butoxycarbonyl)amino]propyl}-5,17-dihydroxy-10,13-dioxo-9,12-diazatricyclo[14.3.1.1(2,6)]henicosa-1(20),2(21),3,5,16,18-hexaen-8-yl]carbonyl}(2-hydroxyethyl)amino]ethyl}carbamate (911367-57-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium carbonate / acetonitrile / 50 °C

2.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 0.5 h / 20 °C

2.2: 15 h / 20 °C

With potassium carbonate; N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; acetonitrile;

upstream raw materials:

benzyl-{2-[(2-hydroxyethyl)amino]ethyl}carbamate

benzyl 2-hydroxyethylcarbamate

2-(((benzyloxy)carbonyl)amino)ethyl 1-methanesulfonate

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