Tetradecanoic acid 2-benzyloxymethyl-4-[1-methoxycarbonyl-meth-(E)-ylidene]-tetrahydro-furan-2-ylmethyl ester

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Chemical Name:Tetradecanoic acid 2-benzyloxymethyl-4-[1-methoxycarbonyl-meth-(E)-ylidene]-tetrahydro-furan-2-ylmethyl ester
CAS No.:249930-14-1
Molecular Formula:C₃₀H₄₆O₆
Molecular Weight:502.692
Hs Code.:

Synonyms:Tetradecanoic acid 2-benzyloxymethyl-4-[1-methoxycarbonyl-meth-(E)-ylidene]-tetrahydro-furan-2-ylmethyl ester

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Chemical Property of Tetradecanoic acid 2-benzyloxymethyl-4-[1-methoxycarbonyl-meth-(E)-ylidene]-tetrahydro-furan-2-ylmethyl ester

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Technology Process of Tetradecanoic acid 2-benzyloxymethyl-4-[1-methoxycarbonyl-meth-(E)-ylidene]-tetrahydro-furan-2-ylmethyl ester

There total 9 articles about Tetradecanoic acid 2-benzyloxymethyl-4-[1-methoxycarbonyl-meth-(E)-ylidene]-tetrahydro-furan-2-ylmethyl 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:

: 112-64-1
tetradecanoyl chloride

: 249930-13-0
[5-Benzyloxymethyl-5-hydroxymethyl-dihydro-furan-(3E)-ylidene]-acetic acid methyl ester

: 249930-14-1
Tetradecanoic acid 2-benzyloxymethyl-4-[1-methoxycarbonyl-meth-(E)-ylidene]-tetrahydro-furan-2-ylmethyl ester

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 20 ℃; for 6h;
DOI:10.1021/jm980713g

Reference yield:

: 213828-28-5
1-(benzyloxy)-3-(4-methoxyphenoxy)acetone

: 249930-14-1
Tetradecanoic acid 2-benzyloxymethyl-4-[1-methoxycarbonyl-meth-(E)-ylidene]-tetrahydro-furan-2-ylmethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: 88 percent / tetrahydrofuran / 2 h / 20 °C

2.1: 3.44 g / 4-methylmorpholine N-oxide; OsO₄; H₂O / acetone; 2-methyl-propan-2-ol / 2 h / 20 °C

3.1: 2.74 g / TsCl; pyridine / 2 h / 20 °C

4.1: 50 percent / 4A molecular sieves; pyridinium chloroformate / CH₂Cl₂ / 4 h / 20 °C

5.1: potassium tert-butoxide / tetrahydrofuran / 1 h / 20 °C

5.2: 39 percent / tetrahydrofuran / 10 h / Heating

6.1: ammonium cerium(IV) nitrate; H₂O / acetonitrile / 0.5 h / 0 °C

7.1: Et₃N; DMAP / CH₂Cl₂ / 6 h / 20 °C

With pyridine; dmap; osmium(VIII) oxide; ammonium cerium(IV) nitrate; pyridinium chloroformate; 4 A molecular sieve; potassium tert-butylate; water; 4-methylmorpholine N-oxide; triethylamine; p-toluenesulfonyl chloride; In tetrahydrofuran; dichloromethane; acetone; acetonitrile; tert-butyl alcohol; 1.1: Addition / 2.1: dihydroxylation / 3.1: Cyclization / 4.1: Oxidation / 5.1: Metallation / 5.2: Condensation / 6.1: Oxidation / 7.1: Acylation;
DOI:10.1021/jm980713g

Reference yield:

: 98696-20-9
1-benzyloxy-3-(4-methoxy-phenoxy)-propan-2-ol

: 249930-14-1
Tetradecanoic acid 2-benzyloxymethyl-4-[1-methoxycarbonyl-meth-(E)-ylidene]-tetrahydro-furan-2-ylmethyl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: 92 percent / pyridinium chloroformate; 4A molecular sieve / CH₂Cl₂ / 24 h / 20 °C

2.1: 88 percent / tetrahydrofuran / 2 h / 20 °C

3.1: 3.44 g / 4-methylmorpholine N-oxide; OsO₄; H₂O / acetone; 2-methyl-propan-2-ol / 2 h / 20 °C

4.1: 2.74 g / TsCl; pyridine / 2 h / 20 °C

5.1: 50 percent / 4A molecular sieves; pyridinium chloroformate / CH₂Cl₂ / 4 h / 20 °C

6.1: potassium tert-butoxide / tetrahydrofuran / 1 h / 20 °C

6.2: 39 percent / tetrahydrofuran / 10 h / Heating

7.1: ammonium cerium(IV) nitrate; H₂O / acetonitrile / 0.5 h / 0 °C

8.1: Et₃N; DMAP / CH₂Cl₂ / 6 h / 20 °C

With pyridine; dmap; osmium(VIII) oxide; ammonium cerium(IV) nitrate; pyridinium chloroformate; 4 A molecular sieve; potassium tert-butylate; water; 4-methylmorpholine N-oxide; triethylamine; p-toluenesulfonyl chloride; In tetrahydrofuran; dichloromethane; acetone; acetonitrile; tert-butyl alcohol; 1.1: Oxidation / 2.1: Addition / 3.1: dihydroxylation / 4.1: Cyclization / 5.1: Oxidation / 6.1: Metallation / 6.2: Condensation / 7.1: Oxidation / 8.1: Acylation;
DOI:10.1021/jm980713g