(4R,5R)-2,2-dimethyl-4-(1,1-dimethyl-3-oxobutyl)-5-<(phenylmethoxy)methyl>-1,3-dioxolane

Base Information

Chemical Name:(4R,5R)-2,2-dimethyl-4-(1,1-dimethyl-3-oxobutyl)-5-<(phenylmethoxy)methyl>-1,3-dioxolane
CAS No.:171866-87-8
Molecular Formula:C₁₉H₂₈O₄
Molecular Weight:320.429
Hs Code.:

Synonyms:(4R,5R)-2,2-dimethyl-4-(1,1-dimethyl-3-oxobutyl)-5-<(phenylmethoxy)methyl>-1,3-dioxolane

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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 (4R,5R)-2,2-dimethyl-4-(1,1-dimethyl-3-oxobutyl)-5-<(phenylmethoxy)methyl>-1,3-dioxolane

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Technology Process of (4R,5R)-2,2-dimethyl-4-(1,1-dimethyl-3-oxobutyl)-5-<(phenylmethoxy)methyl>-1,3-dioxolane

There total 7 articles about (4R,5R)-2,2-dimethyl-4-(1,1-dimethyl-3-oxobutyl)-5-<(phenylmethoxy)methyl>-1,3-dioxolane 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: 92.0%

: 75-24-1
trimethylaluminum

: (4R,5R)-2,2-dimethyl-4-(1-methyl-3-oxo-1-butenyl)-5-<(phenylmethoxy)methyl>-1,3-dioxolane

: 171866-87-8
(4R,5R)-2,2-dimethyl-4-(1,1-dimethyl-3-oxobutyl)-5-<(phenylmethoxy)methyl>-1,3-dioxolane

Guidance literature:: With copper(I) bromide dimethylsulfide complex; In tetrahydrofuran; at 0 ℃; for 3h;
DOI:10.1021/jo00125a050

Reference yield:

: 78469-77-9,81076-11-1,128820-40-6,78513-03-8
(4S,5S)-4-benzyloxymethyl-5-hydroxymethyl-2,2-dimethyl-1,3-dioxolane

: 171866-87-8
(4R,5R)-2,2-dimethyl-4-(1,1-dimethyl-3-oxobutyl)-5-<(phenylmethoxy)methyl>-1,3-dioxolane

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) DMSO, oxalyl chloride, 2.) Et₃N / CH₂Cl₂ / 1.) -78 deg C, 2.) warm to room temperature

2: 4.9 g / tetrahydrofuran / 4 h

3: PCC, 4A MS, NaOAc / CH₂Cl₂ / 5 h

4: 81 percent / NaH / 1,2-dimethoxy-ethane; paraffin / 4 h / 80 °C

5: 92 percent / CuBr*Me₂S / tetrahydrofuran / 3 h / 0 °C

With oxalyl dichloride; copper(I) bromide dimethylsulfide complex; sodium acetate; sodium hydride; dimethyl sulfoxide; triethylamine; pyridinium chlorochromate; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; paraffin;
DOI:10.1021/jo00125a050

Reference yield:

: 81028-12-8
(4S,5R)-4-benzyloxymethyl-2,2-dimethyl-1,3-dioxolane-5-carboxaldehyde

: 171866-87-8
(4R,5R)-2,2-dimethyl-4-(1,1-dimethyl-3-oxobutyl)-5-<(phenylmethoxy)methyl>-1,3-dioxolane

Guidance literature:: Multi-step reaction with 4 steps

1: 4.9 g / tetrahydrofuran / 4 h

2: PCC, 4A MS, NaOAc / CH₂Cl₂ / 5 h

3: 81 percent / NaH / 1,2-dimethoxy-ethane; paraffin / 4 h / 80 °C

4: 92 percent / CuBr*Me₂S / tetrahydrofuran / 3 h / 0 °C

With copper(I) bromide dimethylsulfide complex; sodium acetate; sodium hydride; pyridinium chlorochromate; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; paraffin;
DOI:10.1021/jo00125a050