methyl (E)-2-(2-{3-[(tert-butyldimethylsilyl)oxy]-7-(chloromethyl)-7-hydroxy-9-[(4-methoxybenzyl)oxy]-2-methylnon-5-en-2-yl}thiazol-4-yl)acetate

Base Information

Chemical Name:methyl (E)-2-(2-{3-[(tert-butyldimethylsilyl)oxy]-7-(chloromethyl)-7-hydroxy-9-[(4-methoxybenzyl)oxy]-2-methylnon-5-en-2-yl}thiazol-4-yl)acetate
CAS No.:1352739-38-8
Molecular Formula:C₃₁H₄₈ClNO₆SSi
Molecular Weight:626.33
Hs Code.:

Synonyms:methyl (E)-2-(2-{3-[(tert-butyldimethylsilyl)oxy]-7-(chloromethyl)-7-hydroxy-9-[(4-methoxybenzyl)oxy]-2-methylnon-5-en-2-yl}thiazol-4-yl)acetate

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Chemical Property of methyl (E)-2-(2-{3-[(tert-butyldimethylsilyl)oxy]-7-(chloromethyl)-7-hydroxy-9-[(4-methoxybenzyl)oxy]-2-methylnon-5-en-2-yl}thiazol-4-yl)acetate

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Technology Process of methyl (E)-2-(2-{3-[(tert-butyldimethylsilyl)oxy]-7-(chloromethyl)-7-hydroxy-9-[(4-methoxybenzyl)oxy]-2-methylnon-5-en-2-yl}thiazol-4-yl)acetate

There total 12 articles about methyl (E)-2-(2-{3-[(tert-butyldimethylsilyl)oxy]-7-(chloromethyl)-7-hydroxy-9-[(4-methoxybenzyl)oxy]-2-methylnon-5-en-2-yl}thiazol-4-yl)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:

: 1352739-32-2
methyl 2-[2-(3-hydroxy-2-methylhex-5-en-2-yl)thiazol-4-yl]acetate

: 1352739-38-8
methyl (E)-2-(2-{3-[(tert-butyldimethylsilyl)oxy]-7-(chloromethyl)-7-hydroxy-9-[(4-methoxybenzyl)oxy]-2-methylnon-5-en-2-yl}thiazol-4-yl)acetate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 2,6-dimethylpyridine / dichloromethane / 1 h / -78 °C / Inert atmosphere

2.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 0.25 h / 50 °C / Inert atmosphere; Microwave irradiation

3.1: tetrahydrofuran; hexane / 2 h / -78 °C / Inert atmosphere

3.2: Inert atmosphere

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; 2,6-dimethylpyridine; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1002/ejoc.201100669

Reference yield:

: 1352739-36-6
methyl 2-(2-{3-[(tert-butyldimethylsilyl)oxy]-2-methylhex-5-en-2-yl}thiazol-4-yl)acetate

: 1352739-38-8
methyl (E)-2-(2-{3-[(tert-butyldimethylsilyl)oxy]-7-(chloromethyl)-7-hydroxy-9-[(4-methoxybenzyl)oxy]-2-methylnon-5-en-2-yl}thiazol-4-yl)acetate

Guidance literature:: Multi-step reaction with 2 steps

1.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 0.25 h / 50 °C / Inert atmosphere; Microwave irradiation

2.1: tetrahydrofuran; hexane / 2 h / -78 °C / Inert atmosphere

2.2: Inert atmosphere

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1002/ejoc.201100669

Reference yield:

: 1364099-45-5
C₁₀H₁₃NO₃S

: 1352739-38-8
methyl (E)-2-(2-{3-[(tert-butyldimethylsilyl)oxy]-7-(chloromethyl)-7-hydroxy-9-[(4-methoxybenzyl)oxy]-2-methylnon-5-en-2-yl}thiazol-4-yl)acetate

Guidance literature:: Multi-step reaction with 4 steps

1.1: ammonium chloride; zinc / tetrahydrofuran; water / 48 h / 20 °C / Inert atmosphere

2.1: 2,6-dimethylpyridine / dichloromethane / 1 h / -78 °C / Inert atmosphere

3.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 0.25 h / 50 °C / Inert atmosphere; Microwave irradiation

4.1: tetrahydrofuran; hexane / 2 h / -78 °C / Inert atmosphere

4.2: Inert atmosphere

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; 2,6-dimethylpyridine; ammonium chloride; zinc; In tetrahydrofuran; hexane; dichloromethane; water; 1.1: Barbier reaction;
DOI:10.1002/ejoc.201100669