(E)-3-((4S,5S)-5-Benzhydryloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-propenal

Base Information

Chemical Name:(E)-3-((4S,5S)-5-Benzhydryloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-propenal
CAS No.:86348-32-5
Molecular Formula:C₂₂H₂₄O₄
Molecular Weight:352.43
Hs Code.:

Synonyms:(E)-3-((4S,5S)-5-Benzhydryloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-propenal

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Chemical Property of (E)-3-((4S,5S)-5-Benzhydryloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-propenal

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Technology Process of (E)-3-((4S,5S)-5-Benzhydryloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-propenal

There total 10 articles about (E)-3-((4S,5S)-5-Benzhydryloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-propenal 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: 91.0%

: 86363-76-0
(4R,5S)-5-Benzhydryloxymethyl-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde

: 2136-75-6
(triphenylphosphoranylidene)acetaldehyde

: 86348-32-5
(E)-3-((4S,5S)-5-Benzhydryloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-propenal

Guidance literature:: In benzene; Ambient temperature;
DOI:10.1016/S0040-4020(01)97596-9

Reference yield:

: 128990-34-1
(E)-4-(benzhydryloxy)but-2-enal

: 86348-32-5
(E)-3-((4S,5S)-5-Benzhydryloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-propenal

Guidance literature:: Multi-step reaction with 8 steps

1: 100 percent / NaBH₄ / methanol / 3 h / -20 - -10 °C

2: 92 percent / t-BuOCl, L-(+)-diisopropyl tartrate*Ti(OiPr)4 / CH₂Cl₂ / -20 °C

3: 71 percent / 0.5N NaOH / 2-methyl-propan-2-ol / Heating

4: POCl₃ / CH₂Cl₂ / Ambient temperature

5: m-chloroperoxybenzoic acid / CH₂Cl₂ / -78 °C

6: NaOAc / 8 h / Heating

7: 100 percent / K₂CO₃ / methanol / Ambient temperature

8: 91 percent / benzene / Ambient temperature

With sodium hydroxide; sodium tetrahydroborate; tert-butylhypochlorite; L-(+)-diisopropyl tartrate*Ti(OiPr)4; sodium acetate; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; trichlorophosphate; In methanol; dichloromethane; tert-butyl alcohol; benzene;
DOI:10.1016/S0040-4020(01)97596-9

Reference yield:

: 86348-28-9,99745-06-9
(2S,3S)-4-Benzhydryloxy-2,3-epoxy-1-butanol

: 86348-32-5
(E)-3-((4S,5S)-5-Benzhydryloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-propenal

Guidance literature:: Multi-step reaction with 6 steps

1: 71 percent / 0.5N NaOH / 2-methyl-propan-2-ol / Heating

2: POCl₃ / CH₂Cl₂ / Ambient temperature

3: m-chloroperoxybenzoic acid / CH₂Cl₂ / -78 °C

4: NaOAc / 8 h / Heating

5: 100 percent / K₂CO₃ / methanol / Ambient temperature

6: 91 percent / benzene / Ambient temperature

With sodium hydroxide; sodium acetate; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; trichlorophosphate; In methanol; dichloromethane; tert-butyl alcohol; benzene;
DOI:10.1016/S0040-4020(01)97596-9