methyl (3S,6R,7S,9R,E)-C₆,C₇-O-isopropilydene-3,6,7,9-tetrahydroxydodec-4-enoate C₂,C₉-O-bis-(S)-MTPA ester

Base Information

• Chemical Name: methyl (3S,6R,7S,9R,E)-C₆,C₇-O-isopropilydene-3,6,7,9-tetrahydroxydodec-4-enoate C₂,C₉-O-bis-(S)-MTPA ester
• CAS No.: 1190718-70-7
• Molecular Formula: C₄₀H₅₀F₆O₁₀
• Molecular Weight: 804.821

Synonyms:methyl (3S,6R,7S,9R,E)-C₆,C₇-O-isopropilydene-3,6,7,9-tetrahydroxydodec-4-enoate C₂,C₉-O-bis-(S)-MTPA ester

Chemical Property of methyl (3S,6R,7S,9R,E)-C₆,C₇-O-isopropilydene-3,6,7,9-tetrahydroxydodec-4-enoate C₂,C₉-O-bis-(S)-MTPA ester

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Technology Process of methyl (3S,6R,7S,9R,E)-C₆,C₇-O-isopropilydene-3,6,7,9-tetrahydroxydodec-4-enoate C₂,C₉-O-bis-(S)-MTPA ester

There total 3 articles about methyl (3S,6R,7S,9R,E)-C₆,C₇-O-isopropilydene-3,6,7,9-tetrahydroxydodec-4-enoate C₂,C₉-O-bis-(S)-MTPA ester 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%

methyl (3S,6R,7S,9R,E)-C6,C7-O-isopropilydene-3,6,7,9-tetrahydroxydodec-4-enoate (1190718-69-4) + (R)-methoxytrifluoromethylphenylacetyl chloride (20445-33-4,39637-99-5) → methyl (3S,6R,7S,9R,E)-C6,C7-O-isopropilydene-3,6,7,9-tetrahydroxydodec-4-enoate C2,C9-O-bis-(S)-MTPA ester (1190718-70-7)

Guidance literature:

With pyridine; at 20 ℃; for 48h;

DOI:10.1016/j.tet.2009.07.005

Reference yield:

6,7-O-isopropylidene achaetolide-II → methyl (3S,6R,7S,9R,E)-C6,C7-O-isopropilydene-3,6,7,9-tetrahydroxydodec-4-enoate C2,C9-O-bis-(S)-MTPA ester (1190718-70-7)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / 3 h / 20 °C

2: pyridine / 2 h / 20 °C

With pyridine; potassium carbonate;

DOI:10.1016/j.tet.2015.08.013

Reference yield:

achaetolide-II → methyl (3S,6R,7S,9R,E)-C6,C7-O-isopropilydene-3,6,7,9-tetrahydroxydodec-4-enoate C2,C9-O-bis-(S)-MTPA ester (1190718-70-7)

Guidance literature:

Multi-step reaction with 3 steps

1: toluene-4-sulfonic acid / 3 h / 20 °C

2: potassium carbonate / 3 h / 20 °C

3: pyridine / 2 h / 20 °C

With pyridine; potassium carbonate; toluene-4-sulfonic acid;

DOI:10.1016/j.tet.2015.08.013

upstream raw materials:

methyl (3S,6R,7S,9R,E)-C₆,C₇-O-isopropilydene-3,6,7,9-tetrahydroxydodec-4-enoate

(R)-methoxytrifluoromethylphenylacetyl chloride

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