(4R,5S)-5-<(benzyloxycarbonyl)amino>-2,2-dimethyl-4-(1-pentadecynyl)-1,3-dioxane

Base Information

Chemical Name:(4R,5S)-5-<(benzyloxycarbonyl)amino>-2,2-dimethyl-4-(1-pentadecynyl)-1,3-dioxane
CAS No.:105563-22-2
Molecular Formula:C₂₉H₄₅NO₄
Molecular Weight:471.681
Hs Code.:

Synonyms:(4R,5S)-5-<(benzyloxycarbonyl)amino>-2,2-dimethyl-4-(1-pentadecynyl)-1,3-dioxane

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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,5S)-5-<(benzyloxycarbonyl)amino>-2,2-dimethyl-4-(1-pentadecynyl)-1,3-dioxane

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Technology Process of (4R,5S)-5-<(benzyloxycarbonyl)amino>-2,2-dimethyl-4-(1-pentadecynyl)-1,3-dioxane

There total 3 articles about (4R,5S)-5-<(benzyloxycarbonyl)amino>-2,2-dimethyl-4-(1-pentadecynyl)-1,3-dioxane 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: 76.0%

: 105563-10-8
(2s,3R)-2-<(benzyloxycarbonyl)amino>-1,3-dihydroxy-4-octadecyne

: 77-76-9
2,2-dimethoxy-propane

: 105563-22-2
(4R,5S)-5-<(benzyloxycarbonyl)amino>-2,2-dimethyl-4-(1-pentadecynyl)-1,3-dioxane

Guidance literature:: With pyridinium p-toluenesulfonate; In dichloromethane; for 6h; Ambient temperature;
DOI:10.1021/jo00376a050

Reference yield:

: 105563-23-3
(4R,5S)-5-<(benzyloxycarbonyl)amino>-2,2-dimethyl-4-(2-iodoethynyl)-1,3-dioxane

: 105563-22-2
(4R,5S)-5-<(benzyloxycarbonyl)amino>-2,2-dimethyl-4-(1-pentadecynyl)-1,3-dioxane

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) copper(I) iodide / 1.) THF, -45 deg C, 1 h, 2.) THF, -45 deg C_. 3 h

2: 1.) MeLi, 2.) hexamethylphosphoric triamide / 1.) THF, ether, -78 deg C, 30 min, 2.) THF, RT, 3 h

With N,N,N,N,N,N-hexamethylphosphoric triamide; copper(l) iodide; methyllithium;
DOI:10.1021/jo00376a050

Reference yield:

: 117711-00-9
tridecylmagnesium bromide

: 105563-23-3
(4R,5S)-5-<(benzyloxycarbonyl)amino>-2,2-dimethyl-4-(2-iodoethynyl)-1,3-dioxane

: 105563-22-2
(4R,5S)-5-<(benzyloxycarbonyl)amino>-2,2-dimethyl-4-(1-pentadecynyl)-1,3-dioxane

: 105563-21-1,105617-38-7
(4R,5S)-5-<(benzyloxycarbonyl)amino>-2,2-dimethyl-4-ethynyl-1,3-dioxane

Guidance literature:: With copper(l) iodide; Yield given. Multistep reaction. Yields of byproduct given; 1.) THF, -45 deg C, 1 h, 2.) THF, -45 deg C_. 3 h;
DOI:10.1021/jo00376a050