(2S,4S,5S,6R)-2-{6-[2-(tert-butyldimethylsilyloxy)-1-methyl-ethyl]-5-methyl-2-phenyl-1,3-dioxinan-4-yl}-N-methoxy-N-methyl-acetamide

Base Information

Chemical Name:(2S,4S,5S,6R)-2-{6-[2-(tert-butyldimethylsilyloxy)-1-methyl-ethyl]-5-methyl-2-phenyl-1,3-dioxinan-4-yl}-N-methoxy-N-methyl-acetamide
CAS No.:939795-42-3
Molecular Formula:C₂₄H₄₁NO₅Si
Molecular Weight:451.679
Hs Code.:

Synonyms:(2S,4S,5S,6R)-2-{6-[2-(tert-butyldimethylsilyloxy)-1-methyl-ethyl]-5-methyl-2-phenyl-1,3-dioxinan-4-yl}-N-methoxy-N-methyl-acetamide

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Chemical Property of (2S,4S,5S,6R)-2-{6-[2-(tert-butyldimethylsilyloxy)-1-methyl-ethyl]-5-methyl-2-phenyl-1,3-dioxinan-4-yl}-N-methoxy-N-methyl-acetamide

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Technology Process of (2S,4S,5S,6R)-2-{6-[2-(tert-butyldimethylsilyloxy)-1-methyl-ethyl]-5-methyl-2-phenyl-1,3-dioxinan-4-yl}-N-methoxy-N-methyl-acetamide

There total 1 articles about (2S,4S,5S,6R)-2-{6-[2-(tert-butyldimethylsilyloxy)-1-methyl-ethyl]-5-methyl-2-phenyl-1,3-dioxinan-4-yl}-N-methoxy-N-methyl-acetamide 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: 79.0%

: (2E,4S,5S,6S)-N-methyl-N-methoxy-7-(tert-butyldimethylsilyloxy)-4,6-dimethyl-5-hydroxy-hept-2-enamide

: 100-52-7
benzaldehyde

: 939795-42-3
(2S,4S,5S,6R)-2-{6-[2-(tert-butyldimethylsilyloxy)-1-methyl-ethyl]-5-methyl-2-phenyl-1,3-dioxinan-4-yl}-N-methoxy-N-methyl-acetamide

Guidance literature:: With potassium hexamethylsilazane; In tetrahydrofuran; toluene; at 0 ℃; for 0.75h; diastereoselective reaction; Inert atmosphere;
DOI:10.1002/chem.200801478

Reference yield: 93.0%

: 939795-42-3
(2S,4S,5S,6R)-2-{6-[2-(tert-butyldimethylsilyloxy)-1-methyl-ethyl]-5-methyl-2-phenyl-1,3-dioxinan-4-yl}-N-methoxy-N-methyl-acetamide

: 1116651-25-2
(2S,4S,5S,6R)-2-{6-[2-(tert-butyldimethylsilyloxy)-1-methyl-ethyl]-5-methyl-2-phenyl-1,3-dioxinan-4-yl}acetaldehyde

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; at -78 ℃; for 1h; Inert atmosphere;
DOI:10.1002/chem.200801478

Reference yield:

: 939795-42-3
(2S,4S,5S,6R)-2-{6-[2-(tert-butyldimethylsilyloxy)-1-methyl-ethyl]-5-methyl-2-phenyl-1,3-dioxinan-4-yl}-N-methoxy-N-methyl-acetamide

: 1335112-78-1
C₂₆H₅₀O₂Sn

: 107-30-2
chloromethyl methyl ether

: 18107-18-1
diazomethyl-trimethyl-silane

: 1335112-81-6
[2S,4R(1R),5S,6S(2S,3Z,5S,6S,7S,8Z)]-4-[2-methoxycarbonyl-1-methyl ethyl-1-yl]-6-{9-iodo-2,6-bis[(methoxymethyl)oxy]-5,7,10-trimethyl-undeca-3,8-dien-3-yn-1-yl}-5-methyl-2-phenyl-1,3-dioxinan

Guidance literature:: C₂₆H₅₀O₂Sn; With n-butyllithium; In tetrahydrofuran; diethyl ether; at -40 ℃; for 0.833333h; Inert atmosphere;

(2S,4S,5S,6R)-2-{6-[2-(tert-butyldimethylsilyloxy)-1-methyl-ethyl]-5-methyl-2-phenyl-1,3-dioxinan-4-yl}-N-methoxy-N-methyl-acetamide; With 9-methoxy-9-borabicyclo[3.3.1]nonane; In tetrahydrofuran; hexane; at -40 - 0 ℃; for 1h; Inert atmosphere;

chloromethyl methyl ether; diazomethyl-trimethyl-silane; Further stages;
DOI:10.1002/chem.201100675