(-)-cis-threo-4-(cyclohexylhydroxymethyl)-2-tert-butyl-2-methyl-1,3-dioxan-5-one

Base Information

Chemical Name:(-)-cis-threo-4-(cyclohexylhydroxymethyl)-2-tert-butyl-2-methyl-1,3-dioxan-5-one
CAS No.:170876-74-1
Molecular Formula:C₁₆H₂₈O₄
Molecular Weight:284.396
Hs Code.:

Synonyms:(-)-cis-threo-4-(cyclohexylhydroxymethyl)-2-tert-butyl-2-methyl-1,3-dioxan-5-one

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Chemical Property of (-)-cis-threo-4-(cyclohexylhydroxymethyl)-2-tert-butyl-2-methyl-1,3-dioxan-5-one

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Technology Process of (-)-cis-threo-4-(cyclohexylhydroxymethyl)-2-tert-butyl-2-methyl-1,3-dioxan-5-one

There total 4 articles about (-)-cis-threo-4-(cyclohexylhydroxymethyl)-2-tert-butyl-2-methyl-1,3-dioxan-5-one 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:

: 170876-75-2
2-tert-butyl-2-methyl-1,3-dioxan-5-one

: 2043-61-0
cyclohexanecarbaldehyde

: (+)-cis-threo-4-(cyclohexylhydroxymethyl)-2-tert-butyl-2-methyl-1,3-dioxan-5-one

: 170876-74-1
(-)-cis-threo-4-(cyclohexylhydroxymethyl)-2-tert-butyl-2-methyl-1,3-dioxan-5-one

Guidance literature:: With chiral lithium amide; lithium chloride; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts; 1.) THF, hexane, -78 deg C, 30 min; 2.) THF, hexane, -78 deg C, 15 min;

Reference yield:

: 170876-75-2
2-tert-butyl-2-methyl-1,3-dioxan-5-one

: 2043-61-0
cyclohexanecarbaldehyde

: 170876-74-1
(-)-cis-threo-4-(cyclohexylhydroxymethyl)-2-tert-butyl-2-methyl-1,3-dioxan-5-one

Guidance literature:: With n-butyllithium; lithium chloride; (S)-N-(2,2,2-trifluoroethyl)-α-methylbenzylamine; In tetrahydrofuran; hexane; at -78 ℃; for 0.0833333h;
DOI:10.1021/jo0002238

Reference yield:

: (2-tert-Butyl-5-hydroxyamino-2-methyl-[1,3]dioxan-5-yl)-methanol

: 170876-74-1
(-)-cis-threo-4-(cyclohexylhydroxymethyl)-2-tert-butyl-2-methyl-1,3-dioxan-5-one

Guidance literature:: Multi-step reaction with 2 steps

1: TiCl₃, NH₄OAc / dioxane; H₂O / 0.75 h / 0 °C

2: 1.) chiral lithium amide, LiCl / 1.) THF, hexane, -78 deg C, 30 min; 2.) THF, hexane, -78 deg C, 15 min

With titanium(III) chloride; chiral lithium amide; ammonium acetate; lithium chloride; In 1,4-dioxane; water;