(1S,23S,27S,49S)-12,38-dibenzyl-25,51-di-(tert-butyl)-25,51-dimethyl-3,6,9,15,18,21,24,26,29,32,35,41,44,47,50,52-hexadecaoxa-12,38-diazatricyclo[47.3.0.0^23,27]-dopentacontane

Base Information

• Chemical Name: (1S,23S,27S,49S)-12,38-dibenzyl-25,51-di-(tert-butyl)-25,51-dimethyl-3,6,9,15,18,21,24,26,29,32,35,41,44,47,50,52-hexadecaoxa-12,38-diazatricyclo[47.3.0.0^23,27]-dopentacontane
• CAS No.: 671796-17-1
• Molecular Formula: C₅₈H₉₈N₂O₁₆
• Molecular Weight: 1079.42

Synonyms:(1S,23S,27S,49S)-12,38-dibenzyl-25,51-di-(tert-butyl)-25,51-dimethyl-3,6,9,15,18,21,24,26,29,32,35,41,44,47,50,52-hexadecaoxa-12,38-diazatricyclo[47.3.0.0^23,27]-dopentacontane

Chemical Property of (1S,23S,27S,49S)-12,38-dibenzyl-25,51-di-(tert-butyl)-25,51-dimethyl-3,6,9,15,18,21,24,26,29,32,35,41,44,47,50,52-hexadecaoxa-12,38-diazatricyclo[47.3.0.0^23,27]-dopentacontane

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Technology Process of (1S,23S,27S,49S)-12,38-dibenzyl-25,51-di-(tert-butyl)-25,51-dimethyl-3,6,9,15,18,21,24,26,29,32,35,41,44,47,50,52-hexadecaoxa-12,38-diazatricyclo[47.3.0.0^23,27]-dopentacontane

There total 4 articles about (1S,23S,27S,49S)-12,38-dibenzyl-25,51-di-(tert-butyl)-25,51-dimethyl-3,6,9,15,18,21,24,26,29,32,35,41,44,47,50,52-hexadecaoxa-12,38-diazatricyclo[47.3.0.0^23,27]-dopentacontane 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: 52.0%

(4S,5S)-2-tert-butyl-4,5-dihydroxymethyl-2-methyldioxolane (492447-17-3,1185098-51-4) + 9-benzyl-1,17-diiodo-3,6,12,15-tetraoxa-9-azaheptadecane (333794-17-5) → (1S,23S)-12-benzyl-25-(tert-butyl)-25-methyl-3,6,9,15,18,21,24,26-octaoxa-12-azabicyclo[21.3.0]-hexacosane (671796-16-0) + (1S,23S,27S,49S)-12,38-dibenzyl-25,51-di-(tert-butyl)-25,51-dimethyl-3,6,9,15,18,21,24,26,29,32,35,41,44,47,50,52-hexadecaoxa-12,38-diazatricyclo[47.3.0.023,27]-dopentacontane (671796-17-1)

Guidance literature:

(4S,5S)-2-tert-butyl-4,5-dihydroxymethyl-2-methyldioxolane; With sodium hydride; In 1,4-dioxane; at 50 - 60 ℃; for 1h;

9-benzyl-1,17-diiodo-3,6,12,15-tetraoxa-9-azaheptadecane; at 70 - 80 ℃; for 16h;

DOI:10.1023/B:RUJO.0000003200.41968.46

Reference yield:

1,2-bis(2-chloroethoxy)ethane (112-26-5,27252-69-3) → (1S,23S,27S,49S)-12,38-dibenzyl-25,51-di-(tert-butyl)-25,51-dimethyl-3,6,9,15,18,21,24,26,29,32,35,41,44,47,50,52-hexadecaoxa-12,38-diazatricyclo[47.3.0.023,27]-dopentacontane (671796-17-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 67 percent / sodium carbonate / 8 h / 120 °C

2.1: 97 percent / sodium iodide / acetonitrile / 14 h / Heating

3.1: sodium hydride / dioxane / 1 h / 50 - 60 °C

3.2: 16 h / 70 - 80 °C

With sodium hydride; sodium carbonate; sodium iodide; In 1,4-dioxane; acetonitrile;

DOI:10.1023/B:RUJO.0000003200.41968.46

Reference yield:

benzylamine (100-46-9) → (1S,23S,27S,49S)-12,38-dibenzyl-25,51-di-(tert-butyl)-25,51-dimethyl-3,6,9,15,18,21,24,26,29,32,35,41,44,47,50,52-hexadecaoxa-12,38-diazatricyclo[47.3.0.023,27]-dopentacontane (671796-17-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 67 percent / sodium carbonate / 8 h / 120 °C

2.1: 97 percent / sodium iodide / acetonitrile / 14 h / Heating

3.1: sodium hydride / dioxane / 1 h / 50 - 60 °C

3.2: 16 h / 70 - 80 °C

With sodium hydride; sodium carbonate; sodium iodide; In 1,4-dioxane; acetonitrile;

DOI:10.1023/B:RUJO.0000003200.41968.46

upstream raw materials:

(4S,5S)-2-tert-butyl-4,5-dihydroxymethyl-2-methyldioxolane

9-benzyl-1,17-diiodo-3,6,12,15-tetraoxa-9-azaheptadecane

1,2-bis(2-chloroethoxy)ethane

benzylamine

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