1-(benzyloxy)methyl-3,18-dioxabicyclo[14.2.1]nonadec-15(Z)-ene-4,17-dione

Base Information

Chemical Name:1-(benzyloxy)methyl-3,18-dioxabicyclo[14.2.1]nonadec-15(Z)-ene-4,17-dione
CAS No.:745073-52-3
Molecular Formula:C₂₅H₃₄O₅
Molecular Weight:414.542
Hs Code.:

Synonyms:

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Chemical Property of 1-(benzyloxy)methyl-3,18-dioxabicyclo[14.2.1]nonadec-15(Z)-ene-4,17-dione

Chemical Property:

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Technology Process of 1-(benzyloxy)methyl-3,18-dioxabicyclo[14.2.1]nonadec-15(Z)-ene-4,17-dione

There total 8 articles about 1-(benzyloxy)methyl-3,18-dioxabicyclo[14.2.1]nonadec-15(Z)-ene-4,17-dione 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:

: 745073-45-4
5-(benzyloxy)methyl-3-[(Z)-12-carboxyundecylidene]-5-hydroxymethyltetrahydro-2-furanone

: 745073-52-3
1-(benzyloxy)methyl-3,18-dioxabicyclo[14.2.1]nonadec-15(Z)-ene-4,17-dione

Guidance literature:: With dmap; 4-(dimethylamino)pyridine hydrochloride; dicyclohexyl-carbodiimide; In dichloromethane; for 16h; Heating;
DOI:10.1021/jm0497747

Reference yield:

: 5675-51-4
1,12-dodecandiol

: 745073-52-3
1-(benzyloxy)methyl-3,18-dioxabicyclo[14.2.1]nonadec-15(Z)-ene-4,17-dione

Guidance literature:: Multi-step reaction with 8 steps

1.1: pyridine / dimethylformamide / 1 h / 20 °C

2.1: pyridinium chloroformate; molecular sieves 4A / CH₂Cl₂ / 1 h / 20 °C

3.1: lithium bis(trimethylsilyl)amide / tetrahydrofuran / 0.5 h / -78 °C

3.2: tetrahydrofuran / 2 h / -78 °C

4.1: Et₃N; MeSO₂Cl / CH₂Cl₂ / 2.5 h / 0 - 20 °C

4.2: diazabicyclo[5.4.0]undec-7-ene / CH₂Cl₂ / 0.5 h / 0 °C

5.1: HCO₂H / diethyl ether / 1 h / 20 °C

6.1: pyridinium dichromate / dimethylformamide / 24 h / 20 °C

7.1: aq. ammonium cerium nitrate / acetonitrile / 0.5 h / 0 °C

8.1: 4-(dimethylamino)pyridine; 4-(dimethylamino)pyridine hydrochloride; dicyclohexylcarbodiimide / CH₂Cl₂ / 16 h / Heating

With pyridine; dmap; dipyridinium dichromate; formic acid; ammonium cerium(IV) nitrate; pyridinium chloroformate; 4 A molecular sieve; 4-(dimethylamino)pyridine hydrochloride; methanesulfonyl chloride; triethylamine; dicyclohexyl-carbodiimide; lithium hexamethyldisilazane; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm0497747

Reference yield:

: 158037-38-8
12-(trityloxy)-1-dodecanol

: 745073-52-3
1-(benzyloxy)methyl-3,18-dioxabicyclo[14.2.1]nonadec-15(Z)-ene-4,17-dione

Guidance literature:: Multi-step reaction with 7 steps

1.1: pyridinium chloroformate; molecular sieves 4A / CH₂Cl₂ / 1 h / 20 °C

2.1: lithium bis(trimethylsilyl)amide / tetrahydrofuran / 0.5 h / -78 °C

2.2: tetrahydrofuran / 2 h / -78 °C

3.1: Et₃N; MeSO₂Cl / CH₂Cl₂ / 2.5 h / 0 - 20 °C

3.2: diazabicyclo[5.4.0]undec-7-ene / CH₂Cl₂ / 0.5 h / 0 °C

4.1: HCO₂H / diethyl ether / 1 h / 20 °C

5.1: pyridinium dichromate / dimethylformamide / 24 h / 20 °C

6.1: aq. ammonium cerium nitrate / acetonitrile / 0.5 h / 0 °C

7.1: 4-(dimethylamino)pyridine; 4-(dimethylamino)pyridine hydrochloride; dicyclohexylcarbodiimide / CH₂Cl₂ / 16 h / Heating

With dmap; dipyridinium dichromate; formic acid; ammonium cerium(IV) nitrate; pyridinium chloroformate; 4 A molecular sieve; 4-(dimethylamino)pyridine hydrochloride; methanesulfonyl chloride; triethylamine; dicyclohexyl-carbodiimide; lithium hexamethyldisilazane; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm0497747