(4R,5S)-tert-butyl 4-((Z)-((S,Z)-2-isobutyl-4-(5-methoxypentan-2-ylidene)dihydrofuran-3(2H)-ylidene)methyl)-5-((4-methoxybenzyloxy)methyl)-2,2-dimethyloxazolidine-3-carboxylate

Base Information

Chemical Name:(4R,5S)-tert-butyl 4-((Z)-((S,Z)-2-isobutyl-4-(5-methoxypentan-2-ylidene)dihydrofuran-3(2H)-ylidene)methyl)-5-((4-methoxybenzyloxy)methyl)-2,2-dimethyloxazolidine-3-carboxylate
CAS No.:1437250-32-2
Molecular Formula:C₃₄H₅₃NO₇
Molecular Weight:587.797
Hs Code.:

(4R,5S)-tert-butyl 4-((Z)-((S,Z)-2-isobutyl-4-(5-methoxypentan-2-ylidene)dihydrofuran-3(2H)-ylidene)methyl)-5-((4-methoxybenzyloxy)methyl)-2,2-dimethyloxazolidine-3-carboxylate

Synonyms:(4R,5S)-tert-butyl 4-((Z)-((S,Z)-2-isobutyl-4-(5-methoxypentan-2-ylidene)dihydrofuran-3(2H)-ylidene)methyl)-5-((4-methoxybenzyloxy)methyl)-2,2-dimethyloxazolidine-3-carboxylate

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Chemical Property of (4R,5S)-tert-butyl 4-((Z)-((S,Z)-2-isobutyl-4-(5-methoxypentan-2-ylidene)dihydrofuran-3(2H)-ylidene)methyl)-5-((4-methoxybenzyloxy)methyl)-2,2-dimethyloxazolidine-3-carboxylate

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Technology Process of (4R,5S)-tert-butyl 4-((Z)-((S,Z)-2-isobutyl-4-(5-methoxypentan-2-ylidene)dihydrofuran-3(2H)-ylidene)methyl)-5-((4-methoxybenzyloxy)methyl)-2,2-dimethyloxazolidine-3-carboxylate

There total 13 articles about (4R,5S)-tert-butyl 4-((Z)-((S,Z)-2-isobutyl-4-(5-methoxypentan-2-ylidene)dihydrofuran-3(2H)-ylidene)methyl)-5-((4-methoxybenzyloxy)methyl)-2,2-dimethyloxazolidine-3-carboxylate 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:

: 1437250-29-7
(4R,5S)-tert-butyl 4-((Z)-((S,E)-4-(1-bromo-4-methoxybutylidene)-2-isobutyldihydrofuran-3(2H)-ylidene)methyl)-5-((4-methoxybenzyloxy)methyl)-2,2-dimethyloxazolidine-3-carboxylate

: 77-78-1
dimethyl sulfate

: 1437250-32-2
(4R,5S)-tert-butyl 4-((Z)-((S,Z)-2-isobutyl-4-(5-methoxypentan-2-ylidene)dihydrofuran-3(2H)-ylidene)methyl)-5-((4-methoxybenzyloxy)methyl)-2,2-dimethyloxazolidine-3-carboxylate

Guidance literature:: (4R,5S)-tert-butyl 4-((Z)-((S,E)-4-(1-bromo-4-methoxybutylidene)-2-isobutyldihydrofuran-3(2H)-ylidene)methyl)-5-((4-methoxybenzyloxy)methyl)-2,2-dimethyloxazolidine-3-carboxylate; With tert.-butyl lithium; In tetrahydrofuran; pentane; at -78 ℃; for 0.25h;

dimethyl sulfate; In tetrahydrofuran; pentane; at 20 ℃; for 0.25h; stereoselective reaction;
DOI:10.1021/ol401110x

Reference yield:

: C₂₆H₃₉NO₆

: 1437250-32-2
(4R,5S)-tert-butyl 4-((Z)-((S,Z)-2-isobutyl-4-(5-methoxypentan-2-ylidene)dihydrofuran-3(2H)-ylidene)methyl)-5-((4-methoxybenzyloxy)methyl)-2,2-dimethyloxazolidine-3-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydride / acetonitrile; mineral oil / 0.5 h / 0 °C

1.2: 16 h / 20 °C

2.1: n-butyllithium; zirconocene dichloride / tetrahydrofuran; hexane / 1.5 h / -78 - 20 °C / Inert atmosphere

2.2: 2 h / -78 °C

3.1: tert.-butyl lithium / tetrahydrofuran; pentane / 0.25 h / -78 °C

3.2: 0.25 h / 20 °C

With n-butyllithium; zirconocene dichloride; tert.-butyl lithium; sodium hydride; In tetrahydrofuran; hexane; acetonitrile; mineral oil; pentane;
DOI:10.1021/ol401110x

Reference yield:

: 1417351-86-0
6-methoxyhex-2-ynyl-4-methylbenzenesulfonate

: 1437250-32-2
(4R,5S)-tert-butyl 4-((Z)-((S,Z)-2-isobutyl-4-(5-methoxypentan-2-ylidene)dihydrofuran-3(2H)-ylidene)methyl)-5-((4-methoxybenzyloxy)methyl)-2,2-dimethyloxazolidine-3-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydride / acetonitrile; mineral oil / 0.5 h / 0 °C

1.2: 16 h / 20 °C

2.1: n-butyllithium; zirconocene dichloride / tetrahydrofuran; hexane / 1.5 h / -78 - 20 °C / Inert atmosphere

2.2: 2 h / -78 °C

3.1: tert.-butyl lithium / tetrahydrofuran; pentane / 0.25 h / -78 °C

3.2: 0.25 h / 20 °C

With n-butyllithium; zirconocene dichloride; tert.-butyl lithium; sodium hydride; In tetrahydrofuran; hexane; acetonitrile; mineral oil; pentane;
DOI:10.1021/ol401110x