(S)-3-[(2S,4S,5S)-2-(4-Methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-butan-2-one

Base Information

Chemical Name:(S)-3-[(2S,4S,5S)-2-(4-Methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-butan-2-one
CAS No.:254894-31-0
Molecular Formula:C₁₆H₂₂O₄
Molecular Weight:278.348
Hs Code.:

Synonyms:(S)-3-[(2S,4S,5S)-2-(4-Methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-butan-2-one

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Chemical Property of (S)-3-[(2S,4S,5S)-2-(4-Methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-butan-2-one

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Technology Process of (S)-3-[(2S,4S,5S)-2-(4-Methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-butan-2-one

There total 1 articles about (S)-3-[(2S,4S,5S)-2-(4-Methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-butan-2-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: 56.0%

: 254894-58-1
(2S,4R,5S)-2-(4-Methoxy-phenyl)-5-methyl-4-((R)-1-methyl-allyl)-[1,3]dioxane

: 254894-31-0
(S)-3-[(2S,4S,5S)-2-(4-Methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-butan-2-one

Guidance literature:: With oxygen; copper(l) chloride; palladium dichloride; In N,N-dimethyl-formamide;
DOI:10.1021/ja992134m

Reference yield:

: 254894-31-0
(S)-3-[(2S,4S,5S)-2-(4-Methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-butan-2-one

: 254894-35-4
(2S,4S,5S)-4-((S)-2-Iodo-1-methyl-allyl)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxane

Guidance literature:: Multi-step reaction with 2 steps

1.1: KHMDS / tetrahydrofuran

2.1: Bu₂CuLi*LiCN; Bu₃SnH / tetrahydrofuran

2.2: I₂; alumina / CCl₄

With tri-n-butyl-tin hydride; potassium hexamethylsilazane; Bu₂CuLi*LiCN; In tetrahydrofuran; 1.1: enol protection / 2.1: Substitution / 2.2: Substitution;
DOI:10.1021/ja992134m

Reference yield:

: 254894-31-0
(S)-3-[(2S,4S,5S)-2-(4-Methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-butan-2-one

: (2S,3S,5S,7R,8R,9S)-7-(2-Benzyloxy-ethyl)-2-{(1R,4R)-1-hydroxy-4-[(2S,4R,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-3-methylene-pentyl}-4,4,8-trimethyl-1,6-dioxa-spiro[4.5]decane-3,9-diol

Guidance literature:: Multi-step reaction with 3 steps

1.1: KHMDS / tetrahydrofuran

2.1: Bu₂CuLi*LiCN; Bu₃SnH / tetrahydrofuran

2.2: I₂; alumina / CCl₄

3.1: t-BuLi / tetrahydrofuran / 0.5 h / -78 °C

3.2: 95 percent / lithium 2-thienylcyanocuprate / tetrahydrofuran / -78 - 0 °C

With tert.-butyl lithium; tri-n-butyl-tin hydride; potassium hexamethylsilazane; Bu₂CuLi*LiCN; In tetrahydrofuran; 1.1: enol protection / 2.1: Substitution / 2.2: Substitution / 3.1: Metallation / 3.2: Addition;
DOI:10.1021/ja992134m