[5-benzyloxymethyl-5-(4-methoxy-phenoxymethyl)-tetrahydro-furan-2-yl]-acetic acid tetradecyl ester

Base Information

Chemical Name:[5-benzyloxymethyl-5-(4-methoxy-phenoxymethyl)-tetrahydro-furan-2-yl]-acetic acid tetradecyl ester
CAS No.:249930-31-2
Molecular Formula:C₃₆H₅₄O₆
Molecular Weight:582.821
Hs Code.:

Synonyms:[5-benzyloxymethyl-5-(4-methoxy-phenoxymethyl)-tetrahydro-furan-2-yl]-acetic acid tetradecyl ester

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Chemical Property of [5-benzyloxymethyl-5-(4-methoxy-phenoxymethyl)-tetrahydro-furan-2-yl]-acetic acid tetradecyl ester

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Technology Process of [5-benzyloxymethyl-5-(4-methoxy-phenoxymethyl)-tetrahydro-furan-2-yl]-acetic acid tetradecyl ester

There total 9 articles about [5-benzyloxymethyl-5-(4-methoxy-phenoxymethyl)-tetrahydro-furan-2-yl]-acetic acid tetradecyl 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: 72.0%

: 112-72-1
1-Tetradecanol

: 249930-30-1
[5-benzyloxymethyl-5-(4-methoxy-phenoxymethyl)-tetrahydro-furan-2-yl]-acetic acid

: 249930-31-2
[5-benzyloxymethyl-5-(4-methoxy-phenoxymethyl)-tetrahydro-furan-2-yl]-acetic acid tetradecyl ester

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 16h;
DOI:10.1021/jm980713g

Reference yield:

: 2211-94-1,26744-15-0
2,3-epoxypropyl p-methoxyphenyl ether

: 249930-31-2
[5-benzyloxymethyl-5-(4-methoxy-phenoxymethyl)-tetrahydro-furan-2-yl]-acetic acid tetradecyl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: NaH / dimethylformamide / 0.5 h / 20 °C

1.2: 90 percent / dimethylformamide / 4 h / 80 °C

2.1: 92 percent / pyridinium chloroformate; 4A molecular sieve / CH₂Cl₂ / 24 h / 20 °C

3.1: Mg / tetrahydrofuran / 0 - 20 °C

3.2: 82 percent / tetrahydrofuran / 20 °C

4.1: 60 percent / 4-methylmorpholine N-oxide; OsO₄; NaIO₄ / acetone; 2-methyl-propan-2-ol; H₂O / 20 h / 20 °C

5.1: 87 percent / toluene / 2 h / Heating

6.1: 99 percent / tetrabutylammonium fluoride / tetrahydrofuran

7.1: 94 percent / LiOH; H₂O / tetrahydrofuran / 16 h / 20 °C

8.1: 72 percent / (dimethylamino)pyridine; DCC / CH₂Cl₂ / 16 h / 20 °C

With dmap; lithium hydroxide; sodium periodate; osmium(VIII) oxide; pyridinium chloroformate; 4 A molecular sieve; tetrabutyl ammonium fluoride; water; sodium hydride; magnesium; 4-methylmorpholine N-oxide; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; acetone; toluene; tert-butyl alcohol; 1.1: Metallation / 1.2: Ring cleavage / 2.1: Oxidation / 3.1: Grignard reaction / 3.2: Addition / 4.1: dihydroxylation, diol cleavage / 5.1: Condensation / 6.1: Cyclization / 7.1: Hydrolysis / 8.1: Esterification;
DOI:10.1021/jm980713g

Reference yield:

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

: 249930-31-2
[5-benzyloxymethyl-5-(4-methoxy-phenoxymethyl)-tetrahydro-furan-2-yl]-acetic acid tetradecyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: Mg / tetrahydrofuran / 0 - 20 °C

1.2: 82 percent / tetrahydrofuran / 20 °C

2.1: 60 percent / 4-methylmorpholine N-oxide; OsO₄; NaIO₄ / acetone; 2-methyl-propan-2-ol; H₂O / 20 h / 20 °C

3.1: 87 percent / toluene / 2 h / Heating

4.1: 99 percent / tetrabutylammonium fluoride / tetrahydrofuran

5.1: 94 percent / LiOH; H₂O / tetrahydrofuran / 16 h / 20 °C

6.1: 72 percent / (dimethylamino)pyridine; DCC / CH₂Cl₂ / 16 h / 20 °C

With dmap; lithium hydroxide; sodium periodate; osmium(VIII) oxide; tetrabutyl ammonium fluoride; water; magnesium; 4-methylmorpholine N-oxide; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; water; acetone; toluene; tert-butyl alcohol; 1.1: Grignard reaction / 1.2: Addition / 2.1: dihydroxylation, diol cleavage / 3.1: Condensation / 4.1: Cyclization / 5.1: Hydrolysis / 6.1: Esterification;
DOI:10.1021/jm980713g