[5-Benzyloxymethyl-5-(4-methoxy-phenoxymethyl)-dihydro-furan-(3Z)-ylidene]-acetic acid

Base Information

• Chemical Name: [5-Benzyloxymethyl-5-(4-methoxy-phenoxymethyl)-dihydro-furan-(3Z)-ylidene]-acetic acid
• CAS No.: 249930-17-4
• Molecular Formula: C₂₂H₂₄O₆
• Molecular Weight: 384.429

Synonyms:[5-Benzyloxymethyl-5-(4-methoxy-phenoxymethyl)-dihydro-furan-(3Z)-ylidene]-acetic acid

Chemical Property of [5-Benzyloxymethyl-5-(4-methoxy-phenoxymethyl)-dihydro-furan-(3Z)-ylidene]-acetic acid

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Technology Process of [5-Benzyloxymethyl-5-(4-methoxy-phenoxymethyl)-dihydro-furan-(3Z)-ylidene]-acetic acid

There total 1 articles about [5-Benzyloxymethyl-5-(4-methoxy-phenoxymethyl)-dihydro-furan-(3Z)-ylidene]-acetic 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: 99.0%

methyl 2-{4-{[(4-methoxyphenyl)methoxy]methyl}-4-[(phenylmethoxy)methyl]-3-oxolanylidene}acetate → [5-Benzyloxymethyl-5-(4-methoxy-phenoxymethyl)-dihydro-furan-(3Z)-ylidene]-acetic acid (249930-17-4)

Guidance literature:

With lithium hydroxide; water; In tetrahydrofuran; at 20 ℃; for 12h;

DOI:10.1021/jm980713g

Reference yield: 79.0%

oleoyl alcohol (143-28-2,593-47-5,84286-21-5) + [5-Benzyloxymethyl-5-(4-methoxy-phenoxymethyl)-dihydro-furan-(3Z)-ylidene]-acetic acid (249930-17-4) → [5-Benzyloxymethyl-5-(4-methoxy-phenoxymethyl)-dihydro-furan-(3Z)-ylidene]-acetic acid (Z)-octadec-9-enyl ester

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 12h;

DOI:10.1021/jm980713g

Reference yield:

[5-Benzyloxymethyl-5-(4-methoxy-phenoxymethyl)-dihydro-furan-(3Z)-ylidene]-acetic acid (249930-17-4) → [5-Acetoxymethyl-5-benzyloxymethyl-dihydro-furan-(3Z)-ylidene]-acetic acid (Z)-octadec-9-enyl ester

Guidance literature:

Multi-step reaction with 3 steps

1: 79 percent / DCC; DMAP / CH₂Cl₂ / 12 h / 20 °C

2: 62 percent / ammonium cerium(IV) nitrate; H₂O / acetonitrile / 1 h / 0 °C

3: 86 percent / Et₃N / CH₂Cl₂ / 8 h / 20 °C

With dmap; ammonium cerium(IV) nitrate; water; triethylamine; dicyclohexyl-carbodiimide; In dichloromethane; acetonitrile; 1: Esterification / 2: Oxidation / 3: Acylation;

DOI:10.1021/jm980713g

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