(S)-2-((2S,4aR,6S,7R,7aS)-2-Phenyl-7-triethylsilanyloxy-tetrahydro-furo[3,2-d][1,3]dioxin-6-yl)-propionaldehyde

Base Information

• Chemical Name: (S)-2-((2S,4aR,6S,7R,7aS)-2-Phenyl-7-triethylsilanyloxy-tetrahydro-furo[3,2-d][1,3]dioxin-6-yl)-propionaldehyde
• CAS No.: 218625-46-8
• Molecular Formula: C₂₁H₃₂O₅Si
• Molecular Weight: 392.568

Synonyms:(S)-2-((2S,4aR,6S,7R,7aS)-2-Phenyl-7-triethylsilanyloxy-tetrahydro-furo[3,2-d][1,3]dioxin-6-yl)-propionaldehyde

Chemical Property of (S)-2-((2S,4aR,6S,7R,7aS)-2-Phenyl-7-triethylsilanyloxy-tetrahydro-furo[3,2-d][1,3]dioxin-6-yl)-propionaldehyde

Chemical Property:

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Technology Process of (S)-2-((2S,4aR,6S,7R,7aS)-2-Phenyl-7-triethylsilanyloxy-tetrahydro-furo[3,2-d][1,3]dioxin-6-yl)-propionaldehyde

There total 2 articles about (S)-2-((2S,4aR,6S,7R,7aS)-2-Phenyl-7-triethylsilanyloxy-tetrahydro-furo[3,2-d][1,3]dioxin-6-yl)-propionaldehyde 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:

(S)-N-Methoxy-N-methyl-2-((2S,4aR,6S,7R,7aS)-2-phenyl-7-triethylsilanyloxy-tetrahydro-furo[3,2-d][1,3]dioxin-6-yl)-propionamide → (S)-2-((2S,4aR,6S,7R,7aS)-2-Phenyl-7-triethylsilanyloxy-tetrahydro-furo[3,2-d][1,3]dioxin-6-yl)-propionaldehyde (218625-46-8)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at 0 ℃; Yield given;

DOI:10.1055/s-1998-3144

Reference yield:

triethylsilyl trifluoromethyl sulfonate (79271-56-0) → (S)-2-((2S,4aR,6S,7R,7aS)-2-Phenyl-7-triethylsilanyloxy-tetrahydro-furo[3,2-d][1,3]dioxin-6-yl)-propionaldehyde (218625-46-8)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / CH₂Cl₂ / 0 °C

2: LiAlH₄ / diethyl ether / 0 °C

With pyridine; lithium aluminium tetrahydride; In diethyl ether; dichloromethane;

DOI:10.1055/s-1998-3144

Reference yield: 85.0%

(S)-2-((2S,4aR,6S,7R,7aS)-2-Phenyl-7-triethylsilanyloxy-tetrahydro-furo[3,2-d][1,3]dioxin-6-yl)-propionaldehyde (218625-46-8) + acetylenemagnesium bromide (4301-14-8) → (R)-4-((2S,4aR,6S,7R,7aS)-2-Phenyl-7-triethylsilanyloxy-tetrahydro-furo[3,2-d][1,3]dioxin-6-yl)-pent-1-yn-3-ol

Guidance literature:

In tetrahydrofuran; at 0 ℃;

DOI:10.1055/s-1998-3144

upstream raw materials:

triethylsilyl trifluoromethyl sulfonate

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