(4S,6R)-4-(2-(tert-butyldimethylsilyloxy)-ethyl)-6-(2-phenylethyl)-2,2-dimethyl-1,3-dioxane

Base Information

Chemical Name:(4S,6R)-4-(2-(tert-butyldimethylsilyloxy)-ethyl)-6-(2-phenylethyl)-2,2-dimethyl-1,3-dioxane
CAS No.:465545-21-5
Molecular Formula:C₂₂H₃₈O₃Si
Molecular Weight:378.627
Hs Code.:

Synonyms:(4S,6R)-4-(2-(tert-butyldimethylsilyloxy)-ethyl)-6-(2-phenylethyl)-2,2-dimethyl-1,3-dioxane

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Chemical Property of (4S,6R)-4-(2-(tert-butyldimethylsilyloxy)-ethyl)-6-(2-phenylethyl)-2,2-dimethyl-1,3-dioxane

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Technology Process of (4S,6R)-4-(2-(tert-butyldimethylsilyloxy)-ethyl)-6-(2-phenylethyl)-2,2-dimethyl-1,3-dioxane

There total 3 articles about (4S,6R)-4-(2-(tert-butyldimethylsilyloxy)-ethyl)-6-(2-phenylethyl)-2,2-dimethyl-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:

: 465545-20-4
(4S,6R)-4-cyano-4-(2-(tert-butyldimethylsilyloxy)-ethyl)-6-(2-phenylethyl)-2,2-dimethyl-1,3-dioxane

: 465545-21-5
(4S,6R)-4-(2-(tert-butyldimethylsilyloxy)-ethyl)-6-(2-phenylethyl)-2,2-dimethyl-1,3-dioxane

Guidance literature:: (4S,6R)-4-cyano-4-(2-(tert-butyldimethylsilyloxy)-ethyl)-6-(2-phenylethyl)-2,2-dimethyl-1,3-dioxane; With ammonia; lithium; In tetrahydrofuran; at -78 ℃; for 1.3h;

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; for 24h; Further stages.;
DOI:10.1021/ol0263550

Reference yield:

: 86864-60-0
2-(tert-butyldimethylsilyloxy)ethyl bromide

: 465545-21-5
(4S,6R)-4-(2-(tert-butyldimethylsilyloxy)-ethyl)-6-(2-phenylethyl)-2,2-dimethyl-1,3-dioxane

Guidance literature:: Multi-step reaction with 2 steps

1.1: 73 percent / LDA / tetrahydrofuran / 1.5 h / -40 - -10 °C

2.1: Li; ammonia / tetrahydrofuran / 1.3 h / -78 °C

2.2: 494 mg / DDQ / CH₂Cl₂ / 24 h

With ammonia; lithium; lithium diisopropyl amide; In tetrahydrofuran;
DOI:10.1021/ol0263550

Reference yield:

: (6R)-4-Cyano-6-(2-phenylethyl)-2,2-dimethyl-1,3-dioxane

: 465545-21-5
(4S,6R)-4-(2-(tert-butyldimethylsilyloxy)-ethyl)-6-(2-phenylethyl)-2,2-dimethyl-1,3-dioxane

Guidance literature:: Multi-step reaction with 2 steps

1.1: 73 percent / LDA / tetrahydrofuran / 1.5 h / -40 - -10 °C

2.1: Li; ammonia / tetrahydrofuran / 1.3 h / -78 °C

2.2: 494 mg / DDQ / CH₂Cl₂ / 24 h

With ammonia; lithium; lithium diisopropyl amide; In tetrahydrofuran;
DOI:10.1021/ol0263550