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

Base Information

Chemical Name:[5-benzyloxymethyl-5-(4-methoxy-phenoxymethyl)-tetrahydro-furan-2-yl]-acetic acid methyl ester
CAS No.:249930-25-4
Molecular Formula:C₂₃H₂₈O₆
Molecular Weight:400.472
Hs Code.:

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

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

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

There total 7 articles about [5-benzyloxymethyl-5-(4-methoxy-phenoxymethyl)-tetrahydro-furan-2-yl]-acetic acid methyl 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: 99.0%

: 249930-24-3
methyl (E)-7-(benzyloxy)-6-hydroxy-[(4-methoxyphenoxy)methyl]-2-heptanoate

: 249930-25-4
[5-benzyloxymethyl-5-(4-methoxy-phenoxymethyl)-tetrahydro-furan-2-yl]-acetic acid methyl ester

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran;
DOI:10.1021/jm980713g

Reference yield:

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

: 249930-25-4
[5-benzyloxymethyl-5-(4-methoxy-phenoxymethyl)-tetrahydro-furan-2-yl]-acetic acid methyl ester

Guidance literature:: Multi-step reaction with 6 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

With sodium periodate; osmium(VIII) oxide; pyridinium chloroformate; 4 A molecular sieve; tetrabutyl ammonium fluoride; sodium hydride; magnesium; 4-methylmorpholine N-oxide; 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;
DOI:10.1021/jm980713g

Reference yield:

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

: 249930-25-4
[5-benzyloxymethyl-5-(4-methoxy-phenoxymethyl)-tetrahydro-furan-2-yl]-acetic acid methyl ester

Guidance literature:: Multi-step reaction with 4 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

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