(4R,6S,8R)-8-(benzyloxy)-6-(4-methoxybenzyloxy)tricos-1-en-4-yl tert-butyl carbonate

Base Information

Chemical Name:(4R,6S,8R)-8-(benzyloxy)-6-(4-methoxybenzyloxy)tricos-1-en-4-yl tert-butyl carbonate
CAS No.:1448786-05-7
Molecular Formula:C₄₃H₆₈O₆
Molecular Weight:681.009
Hs Code.:

Synonyms:(4R,6S,8R)-8-(benzyloxy)-6-(4-methoxybenzyloxy)tricos-1-en-4-yl tert-butyl carbonate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (4R,6S,8R)-8-(benzyloxy)-6-(4-methoxybenzyloxy)tricos-1-en-4-yl tert-butyl carbonate

Chemical Property:

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Technology Process of (4R,6S,8R)-8-(benzyloxy)-6-(4-methoxybenzyloxy)tricos-1-en-4-yl tert-butyl carbonate

There total 11 articles about (4R,6S,8R)-8-(benzyloxy)-6-(4-methoxybenzyloxy)tricos-1-en-4-yl tert-butyl carbonate 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: 85.0%

: 24424-99-5
di-tert-butyl dicarbonate

: 1448785-98-5
(4R,6R,8R)-8-(benzyloxy)-6-[(4-methoxybenzyl)oxy]tricos-1-en-4-ol

: 1448786-05-7
(4R,6S,8R)-8-(benzyloxy)-6-(4-methoxybenzyloxy)tricos-1-en-4-yl tert-butyl carbonate

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 20 ℃; for 6h;
DOI:10.1002/ejoc.201201309

Reference yield:

: 1448785-85-0
(R)-[(nonadec-1-en-4-yloxy)methyl]benzene

: 1448786-05-7
(4R,6S,8R)-8-(benzyloxy)-6-(4-methoxybenzyloxy)tricos-1-en-4-yl tert-butyl carbonate

Guidance literature:: Multi-step reaction with 8 steps

1.1: 2,6-dimethylpyridine; osmium(VIII) oxide; sodium periodate / 1,4-dioxane; water / 1 h / 20 °C

2.1: titanium tetrachloride / dichloromethane / 2 h / -78 °C / Inert atmosphere

3.1: triethylamine; dmap / dichloromethane / 5 h / 20 °C

4.1: N-iodo-succinimide / acetonitrile / 4 h / -40 - 0 °C

5.1: potassium carbonate / methanol / 1 h / 25 °C

6.1: sodium hydride / tetrahydrofuran; N,N-dimethyl-formamide / 0.33 h / 0 °C

6.2: 12 h / 0 - 20 °C

7.1: copper(l) iodide / tetrahydrofuran / 0.5 h / 25 °C / Inert atmosphere

7.2: 1.33 h / -20 - 20 °C

8.1: triethylamine; dmap / dichloromethane / 6 h / 20 °C

With 2,6-dimethylpyridine; dmap; sodium periodate; N-iodo-succinimide; copper(l) iodide; osmium(VIII) oxide; titanium tetrachloride; sodium hydride; potassium carbonate; triethylamine; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1002/ejoc.201201309

Reference yield:

: 1448785-86-1
(4R,6R)-6-(benzyloxy)henicos-1-en-4-ol

: 1448786-05-7
(4R,6S,8R)-8-(benzyloxy)-6-(4-methoxybenzyloxy)tricos-1-en-4-yl tert-butyl carbonate

Guidance literature:: Multi-step reaction with 6 steps

1.1: triethylamine; dmap / dichloromethane / 5 h / 20 °C

2.1: N-iodo-succinimide / acetonitrile / 4 h / -40 - 0 °C

3.1: potassium carbonate / methanol / 1 h / 25 °C

4.1: sodium hydride / tetrahydrofuran; N,N-dimethyl-formamide / 0.33 h / 0 °C

4.2: 12 h / 0 - 20 °C

5.1: copper(l) iodide / tetrahydrofuran / 0.5 h / 25 °C / Inert atmosphere

5.2: 1.33 h / -20 - 20 °C

6.1: triethylamine; dmap / dichloromethane / 6 h / 20 °C

With dmap; N-iodo-succinimide; copper(l) iodide; sodium hydride; potassium carbonate; triethylamine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1002/ejoc.201201309