-α-methyl-β-<(phenylmethoxy)methoxy>-1,3-dioxolane-2-pentanal

Base Information

• Chemical Name: -α-methyl-β-<(phenylmethoxy)methoxy>-1,3-dioxolane-2-pentanal
• CAS No.: 106734-74-1
• Molecular Formula: C₁₇H₂₄O₅
• Molecular Weight: 308.375

Synonyms:-α-methyl-β-<(phenylmethoxy)methoxy>-1,3-dioxolane-2-pentanal

Chemical Property of -α-methyl-β-<(phenylmethoxy)methoxy>-1,3-dioxolane-2-pentanal

Chemical Property:

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Technology Process of -α-methyl-β-<(phenylmethoxy)methoxy>-1,3-dioxolane-2-pentanal

There total 4 articles about -α-methyl-β-<(phenylmethoxy)methoxy>-1,3-dioxolane-2-pentanal 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: 80.0%

(3R,4R)-2-<4-methyl-3-<(phenylmethoxy)methoxy>-5-hexenyl>-1,3-dioxolane (106734-73-0) → -α-methyl-β-<(phenylmethoxy)methoxy>-1,3-dioxolane-2-pentanal (106734-74-1)

Guidance literature:

With ozone;

DOI:10.1021/ja00239a049

Reference yield:

1,3-dioxolan-2-ylethylmagnesium bromide (37610-80-3) → -α-methyl-β-<(phenylmethoxy)methoxy>-1,3-dioxolane-2-pentanal (106734-74-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 90 percent / tetrahydrofuran / -78 °C

2: NaH / hexamethylphosphoric acid triamide

3: 91 percent / Hunig's base

4: 80 percent / O₃

With sodium hydride; ozone; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide;

DOI:10.1021/ja00239a049

Reference yield:

(3R,4S)-(1,3.dioxolan-2-yl)-4-methyl-5-(trimethylsilyl)-5-hexen-3-ol (106734-71-8) → -α-methyl-β-<(phenylmethoxy)methoxy>-1,3-dioxolane-2-pentanal (106734-74-1)

Guidance literature:

Multi-step reaction with 3 steps

1: NaH / hexamethylphosphoric acid triamide

2: 91 percent / Hunig's base

3: 80 percent / O₃

With sodium hydride; ozone; N-ethyl-N,N-diisopropylamine; In N,N,N,N,N,N-hexamethylphosphoric triamide;

DOI:10.1021/ja00239a049

upstream raw materials:

(3R,4R)-2-<4-methyl-3-<(phenylmethoxy)methoxy>-5-hexenyl>-1,3-dioxolane

1,3-dioxolan-2-ylethylmagnesium bromide

(3R,4R)-(1,3-dioxolan-2-yl)-4-methyl-5-hexen-3-ol

(3R,4S)-(1,3.dioxolan-2-yl)-4-methyl-5-(trimethylsilyl)-5-hexen-3-ol

Downstream raw materials:

<2S<2α(1R*,2S*),3β>>-2-<4-(1,3-dioxolan-2yl)-1-methyl-2-<(phenylmethoxy)methoxy>butyl>-2,3-dihydro-3,5-dimethyl-4H-pyran-4-one

(2R,3R,4R)-2-((1S,2R)-2-Benzyloxymethoxy-4-[1,3]dioxolan-2-yl-1-methyl-butyl)-3,5-dimethyl-3,4-dihydro-2H-pyran-4-ol

(2R,3R,4R,5R,6R,7R)-7-Benzyloxymethoxy-9-[1,3]dioxolan-2-yl-2,4,6-trimethyl-nonane-1,3,5-triol

(R)-2-[(4R,5R,6S)-6-((1S,2R)-2-Benzyloxymethoxy-4-[1,3]dioxolan-2-yl-1-methyl-butyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-propan-1-ol

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