5-(2,2-diethyl-4-methyl-[1,3]dioxolan-4-yl)-8-(4-methoxy-benzyloxymethyl)-4-oxo-non-8-enoic acid

Base Information

• Chemical Name: 5-(2,2-diethyl-4-methyl-[1,3]dioxolan-4-yl)-8-(4-methoxy-benzyloxymethyl)-4-oxo-non-8-enoic acid
• CAS No.: 915708-10-0
• Molecular Formula: C₂₆H₃₈O₇
• Molecular Weight: 462.584

Synonyms:5-(2,2-diethyl-4-methyl-[1,3]dioxolan-4-yl)-8-(4-methoxy-benzyloxymethyl)-4-oxo-non-8-enoic acid

Chemical Property of 5-(2,2-diethyl-4-methyl-[1,3]dioxolan-4-yl)-8-(4-methoxy-benzyloxymethyl)-4-oxo-non-8-enoic acid

Chemical Property:

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Technology Process of 5-(2,2-diethyl-4-methyl-[1,3]dioxolan-4-yl)-8-(4-methoxy-benzyloxymethyl)-4-oxo-non-8-enoic acid

There total 2 articles about 5-(2,2-diethyl-4-methyl-[1,3]dioxolan-4-yl)-8-(4-methoxy-benzyloxymethyl)-4-oxo-non-8-enoic acid 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:

5-(2,2-diethyl-4-methyl-[1,3]dioxolan-4-yl)-8-(4-methoxy-benzyloxymethyl)-4-oxo-non-8-enal (915708-09-7) → 5-(2,2-diethyl-4-methyl-[1,3]dioxolan-4-yl)-8-(4-methoxy-benzyloxymethyl)-4-oxo-non-8-enoic acid (915708-10-0)

Guidance literature:

With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; In tert-butyl alcohol; at 20 ℃; for 2h;

DOI:10.1002/anie.200602056

Reference yield:

5-(2,2-diethyl-4-methyl-[1,3]dioxolan-4-yl)-8-(4-methoxy-benzyloxymethyl)-non-8-ene-1,4-diol (915708-08-6) → 5-(2,2-diethyl-4-methyl-[1,3]dioxolan-4-yl)-8-(4-methoxy-benzyloxymethyl)-4-oxo-non-8-enoic acid (915708-10-0)

Guidance literature:

Multi-step reaction with 2 steps

1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 0.17 h / -78 °C

2: aq. NaClO₂; NaH₂PO₄; 2-methyl-2-butene / 2-methyl-propan-2-ol / 2 h / 20 °C

With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; tert-butyl alcohol; 1: Swern oxidation / 2: Lindgren oxidation;

DOI:10.1002/anie.200602056

Reference yield:

5-(2,2-diethyl-4-methyl-[1,3]dioxolan-4-yl)-8-(4-methoxy-benzyloxymethyl)-4-oxo-non-8-enoic acid (915708-10-0) + isobutyl chloroformate (543-27-1) → C31H46O9

Guidance literature:

With triethylamine; In tetrahydrofuran; at -20 - 0 ℃;

DOI:10.1002/anie.200602056

upstream raw materials:

5-(2,2-diethyl-4-methyl-[1,3]dioxolan-4-yl)-8-(4-methoxy-benzyloxymethyl)-4-oxo-non-8-enal

5-(2,2-diethyl-4-methyl-[1,3]dioxolan-4-yl)-8-(4-methoxy-benzyloxymethyl)-non-8-ene-1,4-diol

Downstream raw materials:

1-diazo-6-(2,2-diethyl-4-methyl-[1,3]dioxolan-4-yl)-9-(4-methoxy-benzyloxymethyl)-dec-9-ene-2,5-dione

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