[5-Benzyloxymethyl-5-hydroxymethyl-dihydro-furan-(3Z)-ylidene]-acetic acid methyl ester

Base Information

Chemical Name:[5-Benzyloxymethyl-5-hydroxymethyl-dihydro-furan-(3Z)-ylidene]-acetic acid methyl ester
CAS No.:249930-15-2
Molecular Formula:C₁₆H₂₀O₅
Molecular Weight:292.332
Hs Code.:

Synonyms:[5-Benzyloxymethyl-5-hydroxymethyl-dihydro-furan-(3Z)-ylidene]-acetic acid methyl ester

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Chemical Property of [5-Benzyloxymethyl-5-hydroxymethyl-dihydro-furan-(3Z)-ylidene]-acetic acid methyl ester

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Technology Process of [5-Benzyloxymethyl-5-hydroxymethyl-dihydro-furan-(3Z)-ylidene]-acetic acid methyl ester

There total 8 articles about [5-Benzyloxymethyl-5-hydroxymethyl-dihydro-furan-(3Z)-ylidene]-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: 93.0%

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

: 249930-15-2
[5-Benzyloxymethyl-5-hydroxymethyl-dihydro-furan-(3Z)-ylidene]-acetic acid methyl ester

Guidance literature:: With ammonium cerium(IV) nitrate; water; In acetonitrile; at 0 ℃; for 0.5h;
DOI:10.1021/jm980713g

Reference yield:

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

: 249930-15-2
[5-Benzyloxymethyl-5-hydroxymethyl-dihydro-furan-(3Z)-ylidene]-acetic acid methyl ester

Guidance literature:: Multi-step reaction with 6 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: 35 percent / tetrahydrofuran / 10 h / Heating

6.1: 93 percent / ammonium cerium(IV) nitrate; H₂O / acetonitrile / 0.5 h / 0 °C

With pyridine; osmium(VIII) oxide; ammonium cerium(IV) nitrate; pyridinium chloroformate; 4 A molecular sieve; potassium tert-butylate; water; 4-methylmorpholine N-oxide; 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;
DOI:10.1021/jm980713g

Reference yield:

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

: 249930-15-2
[5-Benzyloxymethyl-5-hydroxymethyl-dihydro-furan-(3Z)-ylidene]-acetic acid methyl ester

Guidance literature:: Multi-step reaction with 7 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: 35 percent / tetrahydrofuran / 10 h / Heating

7.1: 93 percent / ammonium cerium(IV) nitrate; H₂O / acetonitrile / 0.5 h / 0 °C

With pyridine; osmium(VIII) oxide; ammonium cerium(IV) nitrate; pyridinium chloroformate; 4 A molecular sieve; potassium tert-butylate; water; 4-methylmorpholine N-oxide; 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;
DOI:10.1021/jm980713g