(E)-methyl 2-{4-{[(4-methoxyphenyl)methoxy]methyl}-4-[(phenylmethoxy)methyl]-3-oxolanylidene}acetate

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Chemical Name:(E)-methyl 2-{4-{[(4-methoxyphenyl)methoxy]methyl}-4-[(phenylmethoxy)methyl]-3-oxolanylidene}acetate
CAS No.:249930-12-9
Molecular Formula:C₂₃H₂₆O₆
Molecular Weight:398.456
Hs Code.:

Synonyms:(E)-methyl 2-{4-{[(4-methoxyphenyl)methoxy]methyl}-4-[(phenylmethoxy)methyl]-3-oxolanylidene}acetate

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Chemical Property of (E)-methyl 2-{4-{[(4-methoxyphenyl)methoxy]methyl}-4-[(phenylmethoxy)methyl]-3-oxolanylidene}acetate

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Technology Process of (E)-methyl 2-{4-{[(4-methoxyphenyl)methoxy]methyl}-4-[(phenylmethoxy)methyl]-3-oxolanylidene}acetate

There total 8 articles about (E)-methyl 2-{4-{[(4-methoxyphenyl)methoxy]methyl}-4-[(phenylmethoxy)methyl]-3-oxolanylidene}acetate 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: 35.0%

: 5927-18-4
trimethyl phosphonoacetate

: 249930-10-7
5-{[(4-methoxyphenyl)methoxy]methyl}-5-[(phenylmethoxy)methyl]oxolan-3-one

: 249930-12-9
(E)-methyl 2-{4-{[(4-methoxyphenyl)methoxy]methyl}-4-[(phenylmethoxy)methyl]-3-oxolanylidene}acetate

: 249930-11-8
(Z)-methyl 2-{4-{[(4-methoxyphenyl)methoxy]methyl}-4-[(phenylmethoxy)methyl]-3-oxolanylidene}acetate

Guidance literature:: trimethyl phosphonoacetate; With potassium tert-butylate; In tetrahydrofuran; at 20 ℃; for 1h;

5-{[(4-methoxyphenyl)methoxy]methyl}-5-[(phenylmethoxy)methyl]oxolan-3-one; In tetrahydrofuran; for 10h; Heating;
DOI:10.1021/jm980713g

Reference yield:

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

: 249930-12-9
(E)-methyl 2-{4-{[(4-methoxyphenyl)methoxy]methyl}-4-[(phenylmethoxy)methyl]-3-oxolanylidene}acetate

Guidance literature:: Multi-step reaction with 7 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: 88 percent / tetrahydrofuran / 2 h / 20 °C

4.1: 3.44 g / 4-methylmorpholine N-oxide; OsO₄; H₂O / acetone; 2-methyl-propan-2-ol / 2 h / 20 °C

5.1: 2.74 g / TsCl; pyridine / 2 h / 20 °C

6.1: 50 percent / 4A molecular sieves; pyridinium chloroformate / CH₂Cl₂ / 4 h / 20 °C

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

7.2: 39 percent / tetrahydrofuran / 10 h / Heating

With pyridine; osmium(VIII) oxide; pyridinium chloroformate; 4 A molecular sieve; potassium tert-butylate; water; sodium hydride; 4-methylmorpholine N-oxide; p-toluenesulfonyl chloride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetone; tert-butyl alcohol; 1.1: Metallation / 1.2: Ring cleavage / 2.1: Oxidation / 3.1: Addition / 4.1: dihydroxylation / 5.1: Cyclization / 6.1: Oxidation / 7.1: Metallation / 7.2: Condensation;
DOI:10.1021/jm980713g

Reference yield:

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

: 249930-12-9
(E)-methyl 2-{4-{[(4-methoxyphenyl)methoxy]methyl}-4-[(phenylmethoxy)methyl]-3-oxolanylidene}acetate

Guidance literature:: Multi-step reaction with 5 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

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