(4S,6R)-4-(O-mesyl-2-hydroxyethyl)-6-(2-phenylethyl)-2,2-dimethyl-1,3-dioxane

Base Information

Chemical Name:(4S,6R)-4-(O-mesyl-2-hydroxyethyl)-6-(2-phenylethyl)-2,2-dimethyl-1,3-dioxane
CAS No.:465545-31-7
Molecular Formula:C₁₇H₂₆O₅S
Molecular Weight:342.456
Hs Code.:

Synonyms:(4S,6R)-4-(O-mesyl-2-hydroxyethyl)-6-(2-phenylethyl)-2,2-dimethyl-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 (4S,6R)-4-(O-mesyl-2-hydroxyethyl)-6-(2-phenylethyl)-2,2-dimethyl-1,3-dioxane

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Technology Process of (4S,6R)-4-(O-mesyl-2-hydroxyethyl)-6-(2-phenylethyl)-2,2-dimethyl-1,3-dioxane

There total 3 articles about (4S,6R)-4-(O-mesyl-2-hydroxyethyl)-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: 69.0%

: 91285-72-2
(4S,6R)-4-(2-hydroxyethyl)-6-(2-phenylethyl)-2,2-dimethyl-1,3-dioxane

: 124-63-0
methanesulfonyl chloride

: 465545-31-7
(4S,6R)-4-(O-mesyl-2-hydroxyethyl)-6-(2-phenylethyl)-2,2-dimethyl-1,3-dioxane

Guidance literature:: With triethylamine; In dichloromethane; at 0 ℃; for 1h;
DOI:10.1021/ol0263550

Reference yield:

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

: 465545-31-7
(4S,6R)-4-(O-mesyl-2-hydroxyethyl)-6-(2-phenylethyl)-2,2-dimethyl-1,3-dioxane

Guidance literature:: Multi-step reaction with 4 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

3.1: 97 percent / n-Bu₄NF / tetrahydrofuran / 1.3 h / 20 °C

4.1: 69 percent / NEt₃ / CH₂Cl₂ / 1 h / 0 °C

With tetrabutyl ammonium fluoride; ammonia; lithium; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ol0263550

Reference yield:

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

: 465545-31-7
(4S,6R)-4-(O-mesyl-2-hydroxyethyl)-6-(2-phenylethyl)-2,2-dimethyl-1,3-dioxane

Guidance literature:: Multi-step reaction with 2 steps

1: 97 percent / n-Bu₄NF / tetrahydrofuran / 1.3 h / 20 °C

2: 69 percent / NEt₃ / CH₂Cl₂ / 1 h / 0 °C

With tetrabutyl ammonium fluoride; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ol0263550