5-(benzyloxy)methyl-5-(4-methoxyphenoxy)methyl-3-[(E)-20-trityloxyeicosylidene]tetrahydro-2-furanone

Base Information

Chemical Name:5-(benzyloxy)methyl-5-(4-methoxyphenoxy)methyl-3-[(E)-20-trityloxyeicosylidene]tetrahydro-2-furanone
CAS No.:745073-27-2
Molecular Formula:C₅₉H₇₄O₆
Molecular Weight:879.233
Hs Code.:

Synonyms:5-(benzyloxy)methyl-5-(4-methoxyphenoxy)methyl-3-[(E)-20-trityloxyeicosylidene]tetrahydro-2-furanone

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Chemical Property of 5-(benzyloxy)methyl-5-(4-methoxyphenoxy)methyl-3-[(E)-20-trityloxyeicosylidene]tetrahydro-2-furanone

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Technology Process of 5-(benzyloxy)methyl-5-(4-methoxyphenoxy)methyl-3-[(E)-20-trityloxyeicosylidene]tetrahydro-2-furanone

There total 5 articles about 5-(benzyloxy)methyl-5-(4-methoxyphenoxy)methyl-3-[(E)-20-trityloxyeicosylidene]tetrahydro-2-furanone 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:

: 5-benzyloxymethyl-3-(1-hydroxy-20-trityloxy-eicosyl)-5-(4-methoxy-phenoxymethyl)-dihydro-furan-2-one

: 745073-28-3
5-(benzyloxy)methyl-5-(4-methoxyphenoxy)methyl-3-[(Z)-20-trityloxyeicosylidene]tetrahydro-2-furanone

: 745073-27-2
5-(benzyloxy)methyl-5-(4-methoxyphenoxy)methyl-3-[(E)-20-trityloxyeicosylidene]tetrahydro-2-furanone

Guidance literature:: 5-benzyloxymethyl-3-(1-hydroxy-20-trityloxy-eicosyl)-5-(4-methoxy-phenoxymethyl)-dihydro-furan-2-one; With methanesulfonyl chloride; triethylamine; In dichloromethane; at 0 - 20 ℃; for 2.5h;

With 1,2-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 0 ℃; for 0.5h;
DOI:10.1021/jm0497747

Reference yield:

: 7735-43-5
1,20-eicosanediol

: 745073-27-2
5-(benzyloxy)methyl-5-(4-methoxyphenoxy)methyl-3-[(E)-20-trityloxyeicosylidene]tetrahydro-2-furanone

Guidance literature:: Multi-step reaction with 4 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

With pyridine; pyridinium chloroformate; 4 A molecular sieve; methanesulfonyl chloride; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm0497747

Reference yield:

: 76-83-5
trityl chloride

: 745073-27-2
5-(benzyloxy)methyl-5-(4-methoxyphenoxy)methyl-3-[(E)-20-trityloxyeicosylidene]tetrahydro-2-furanone

Guidance literature:: Multi-step reaction with 4 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

With pyridine; pyridinium chloroformate; 4 A molecular sieve; methanesulfonyl chloride; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm0497747