Bis-[(4S,6S)-6-(2-benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-methanone

Base Information

• Chemical Name: Bis-[(4S,6S)-6-(2-benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-methanone
• CAS No.: 159812-20-1
• Molecular Formula: C₃₁H₄₂O₇
• Molecular Weight: 526.67

Synonyms:Bis-[(4S,6S)-6-(2-benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-methanone

Chemical Property of Bis-[(4S,6S)-6-(2-benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-methanone

Chemical Property:

Purity/Quality:

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Technology Process of Bis-[(4S,6S)-6-(2-benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-methanone

There total 5 articles about Bis-[(4S,6S)-6-(2-benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-methanone 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:

Bis-[(S)-6-(2-benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-methanone → Bis-[(4S,6S)-6-(2-benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-methanone (159812-20-1)

Guidance literature:

With potassium carbonate; In methanol; Yield given; Ambient temperature;

DOI:10.1016/0040-4039(94)88288-6

Reference yield:

(S)-5-Benzyloxy-3-(tetrahydro-pyran-2-yloxy)-pentanal (127760-85-4) → Bis-[(4S,6S)-6-(2-benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-methanone (159812-20-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 90 percent / triethylamine / 5 h / 4125330 Torr / Ambient temperature

2: AcOH / H₂O / Ambient temperature

3: CSA / acetone / Ambient temperature

4: t-BuONa, KMnO₄, MgSO₄ / H₂O; benzene / Ambient temperature

5: K₂CO₃ / methanol / Ambient temperature

With potassium permanganate; camphor-10-sulfonic acid; magnesium sulfate; potassium carbonate; acetic acid; sodium t-butanolate; In methanol; water; triethylamine; acetone; benzene;

DOI:10.1016/0040-4039(94)88288-6

Reference yield:

(3S,9S)-1,11-Bis-benzyloxy-6-nitro-undecane-3,5,7,9-tetraol → Bis-[(4S,6S)-6-(2-benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-methanone (159812-20-1)

Guidance literature:

Multi-step reaction with 3 steps

1: CSA / acetone / Ambient temperature

2: t-BuONa, KMnO₄, MgSO₄ / H₂O; benzene / Ambient temperature

3: K₂CO₃ / methanol / Ambient temperature

With potassium permanganate; camphor-10-sulfonic acid; magnesium sulfate; potassium carbonate; sodium t-butanolate; In methanol; water; acetone; benzene;

DOI:10.1016/0040-4039(94)88288-6

upstream raw materials:

(S)-5-Benzyloxy-3-(tetrahydro-pyran-2-yloxy)-pentanal

Downstream raw materials:

C₄₂H₄₈O₈

(2R,3S,5S)-7-Benzyloxy-2-[(2S,4S,6S)-6-(2-benzyloxy-ethyl)-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-5-(4-methoxy-benzyloxy)-heptane-1,3-diol

(2S,4S,6S)-4-(2-Benzyloxy-ethyl)-6-[(1R,2S,4S)-6-benzyloxy-2-methoxy-4-(4-methoxy-benzyloxy)-1-methyl-hexyl]-2-(4-methoxy-phenyl)-[1,3]dioxane

(4R,5S)-3-[(2R,3S,4R)-3-Hydroxy-4-((4R,6S)-6-{(1R,2S)-2-methoxy-3-[(2S,4S)-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-1-methyl-propyl}-2,2-dimethyl-[1,3]dioxan-4-yl)-2-methyl-pentanoyl]-4-methyl-5-phenyl-oxazolidin-2-one

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