(S)-4-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-3-(4-methoxy-benzyloxy)-butyraldehyde

Base Information

Chemical Name:(S)-4-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-3-(4-methoxy-benzyloxy)-butyraldehyde
CAS No.:119649-98-8
Molecular Formula:C₁₇H₂₄O₅
Molecular Weight:308.375
Hs Code.:

Synonyms:(S)-4-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-3-(4-methoxy-benzyloxy)-butyraldehyde

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Chemical Property of (S)-4-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-3-(4-methoxy-benzyloxy)-butyraldehyde

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Technology Process of (S)-4-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-3-(4-methoxy-benzyloxy)-butyraldehyde

There total 8 articles about (S)-4-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-3-(4-methoxy-benzyloxy)-butyraldehyde 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: 82.0%

: 119649-97-7
(R)-4-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-3-(4-methoxy-benzyloxy)-butan-1-ol

: 119649-98-8
(S)-4-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-3-(4-methoxy-benzyloxy)-butyraldehyde

Guidance literature:: With oxalyl dichloride; triethylamine; In dichloromethane; dimethyl sulfoxide; at -60 ℃;
DOI:10.1016/0040-4039(88)85048-2

Reference yield:

: 2,4-dideoxy-3-O-(p-methoxybenzyl)glucopyranose

: 119649-98-8
(S)-4-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-3-(4-methoxy-benzyloxy)-butyraldehyde

Guidance literature:: Multi-step reaction with 3 steps

1: 94 percent / LiAlH₄ / tetrahydrofuran / 5 h / Ambient temperature

2: 60 percent / camphorsulfonic acid / CH₂Cl₂ / 1.5 h / Ambient temperature

3: 1.) oxalyl chloride, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 30 min, 2.) CH₂Cl₂, from -78 deg C to RT

With lithium aluminium tetrahydride; oxalyl dichloride; camphor-10-sulfonic acid; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja00112a006

Reference yield:

: 824-94-2
p-methoxybenzyl chloride

: 119649-98-8
(S)-4-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-3-(4-methoxy-benzyloxy)-butyraldehyde

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) LiBHEt₃, 2.) 30percent aq. H₂O₂, 3.0 M aq. NaOH, 3.) KH

2: 78 percent / aq. p-TsOH / tetrahydrofuran / 5 h / Heating

3: 94 percent / LiAlH₄ / tetrahydrofuran / 5 h / Ambient temperature

4: 60 percent / camphorsulfonic acid / CH₂Cl₂ / 1.5 h / Ambient temperature

5: 1.) oxalyl chloride, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 30 min, 2.) CH₂Cl₂, from -78 deg C to RT

With sodium hydroxide; lithium aluminium tetrahydride; oxalyl dichloride; camphor-10-sulfonic acid; dihydrogen peroxide; potassium hydride; lithium triethylborohydride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja00112a006