(-)-(S)-3-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-3-hydroxy-1-phenylpropan-1-one

Base Information

Chemical Name:(-)-(S)-3-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-3-hydroxy-1-phenylpropan-1-one
CAS No.:1262432-92-7
Molecular Formula:C₁₄H₁₈O₄
Molecular Weight:250.295
Hs Code.:

Synonyms:(-)-(S)-3-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-3-hydroxy-1-phenylpropan-1-one

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Chemical Property of (-)-(S)-3-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-3-hydroxy-1-phenylpropan-1-one

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Technology Process of (-)-(S)-3-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-3-hydroxy-1-phenylpropan-1-one

There total 3 articles about (-)-(S)-3-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-3-hydroxy-1-phenylpropan-1-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: 83.0%

: 614-20-0
3-oxo-3-phenylpropionic acid

: 15186-48-8
2,3-isopropylidene-glyceraldehyde

: 1262432-92-7
(-)-(S)-3-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-3-hydroxy-1-phenylpropan-1-one

: (R)-3-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-3-hydroxy-1-phenylpropan-1-one

Guidance literature:: With triethylamine; In chloroform; at 20 ℃; for 2.5h; optical yield given as %de; stereoselective reaction;
DOI:10.1021/ol200412r

Reference yield: 72.0%

: 1262432-78-9
(-)-(S)-3-((R)-2,2-dimethyl[1,3]dioxolan-4-yl)-3-hydroxy-N-((R,R)-1-hydroxy-1-phenylpropan-2-yl)-N-methylpropanamide

: 591-51-5
phenyllithium

: 1262432-92-7
(-)-(S)-3-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-3-hydroxy-1-phenylpropan-1-one

Guidance literature:: (-)-(S)-3-((R)-2,2-dimethyl[1,3]dioxolan-4-yl)-3-hydroxy-N-((R,R)-1-hydroxy-1-phenylpropan-2-yl)-N-methylpropanamide; phenyllithium; In tetrahydrofuran; diethyl ether; at -78 - 0 ℃; for 1h; Inert atmosphere;

With water; ammonium chloride; In tetrahydrofuran; diethyl ether; at 0 ℃; Inert atmosphere;
DOI:10.1021/jo101878j

Reference yield:

: 15186-48-8
2,3-isopropylidene-glyceraldehyde

: 1262432-92-7
(-)-(S)-3-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-3-hydroxy-1-phenylpropan-1-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: lithium diisopropyl amide / tetrahydrofuran / 1.5 h / -78 - 20 °C

1.2: 1 h / -78 °C / Inert atmosphere

2.1: tetrahydrofuran; diethyl ether / 1 h / -78 - 0 °C / Inert atmosphere

2.2: 0 °C / Inert atmosphere

With lithium diisopropyl amide; In tetrahydrofuran; diethyl ether;
DOI:10.1021/jo101878j