(4S,14S)-4,14-Dibenzyl-9,9-dimethyl-6,12-dioxa-3,15,19-triaza-bicyclo[15.3.1]henicosa-1⁽²⁰⁾,17⁽²¹⁾,18-triene-2,5,13,16-tetraone

Base Information

• Chemical Name: (4S,14S)-4,14-Dibenzyl-9,9-dimethyl-6,12-dioxa-3,15,19-triaza-bicyclo[15.3.1]henicosa-1⁽²⁰⁾,17⁽²¹⁾,18-triene-2,5,13,16-tetraone
• CAS No.: 96747-48-7
• Molecular Formula: C₃₂H₃₅N₃O₆
• Molecular Weight: 557.646

Synonyms:(4S,14S)-4,14-Dibenzyl-9,9-dimethyl-6,12-dioxa-3,15,19-triaza-bicyclo[15.3.1]henicosa-1⁽²⁰⁾,17⁽²¹⁾,18-triene-2,5,13,16-tetraone

Chemical Property of (4S,14S)-4,14-Dibenzyl-9,9-dimethyl-6,12-dioxa-3,15,19-triaza-bicyclo[15.3.1]henicosa-1⁽²⁰⁾,17⁽²¹⁾,18-triene-2,5,13,16-tetraone

Chemical Property:

Purity/Quality:

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Technology Process of (4S,14S)-4,14-Dibenzyl-9,9-dimethyl-6,12-dioxa-3,15,19-triaza-bicyclo[15.3.1]henicosa-1⁽²⁰⁾,17⁽²¹⁾,18-triene-2,5,13,16-tetraone

There total 7 articles about (4S,14S)-4,14-Dibenzyl-9,9-dimethyl-6,12-dioxa-3,15,19-triaza-bicyclo[15.3.1]henicosa-1⁽²⁰⁾,17⁽²¹⁾,18-triene-2,5,13,16-tetraone 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:

3,5-Pyridinedicarboxylic acid (499-81-0) → (4S,14S)-4,14-Dibenzyl-9,9-dimethyl-6,12-dioxa-3,15,19-triaza-bicyclo[15.3.1]henicosa-1(20),17(21),18-triene-2,5,13,16-tetraone (96747-48-7)

Guidance literature:

Multi-step reaction with 3 steps

1: SO₂Cl₂ / DMF / 2 h / 50 °C

2: 92 percent / triethylamine / benzene / 3 h / 10 - 15 °C

3: 1.) cesium thiolate / 1.) DMF; 2.) DMF

With sulfuryl dichloride; cesium thiolate; triethylamine; N,N-dimethyl-formamide; In benzene;

DOI:10.1021/ja00299a038

Reference yield:

pyridine-3,5-dicarbonyl dichloride (15074-61-0) → (4S,14S)-4,14-Dibenzyl-9,9-dimethyl-6,12-dioxa-3,15,19-triaza-bicyclo[15.3.1]henicosa-1(20),17(21),18-triene-2,5,13,16-tetraone (96747-48-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / triethylamine / benzene / 3 h / 10 - 15 °C

2: 1.) cesium thiolate / 1.) DMF; 2.) DMF

With cesium thiolate; triethylamine; In benzene;

DOI:10.1021/ja00299a038

Reference yield:

(S)-2-oxo-2-phenylethyl 2-((tert-butoxycarbonyl)-amino)-3-phenylpropanoate (96747-25-0) → (4S,14S)-4,14-Dibenzyl-9,9-dimethyl-6,12-dioxa-3,15,19-triaza-bicyclo[15.3.1]henicosa-1(20),17(21),18-triene-2,5,13,16-tetraone (96747-48-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 40 percent HBr / acetic acid; ethyl acetate

2: 92 percent / triethylamine / benzene / 3 h / 10 - 15 °C

3: 1.) cesium thiolate / 1.) DMF; 2.) DMF

With cesium thiolate; hydrogen bromide; triethylamine; In acetic acid; ethyl acetate; benzene;

DOI:10.1021/ja00299a038

upstream raw materials:

1,5-bis(mesyloxy)-3,3-dimethylpentane

N,N'-bis<(2S)-2-((2-oxo-2-phenyl)ethoxy)-2-oxo-1-benzyl>-3,5-bis(aminocarbonyl)pyridine

3,5-Pyridinedicarboxylic acid

pyridine-3,5-dicarbonyl dichloride

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