(5S,10R)-5-(2-allyl-3-methoxyphenyl)-10-((tert-butyldimethylsilyl)oxy)-2,2,3,3,13,13,14,14-octamethyl-4,12-dioxa-3,13-disilapentadec-6-yne

Base Information

Chemical Name:(5S,10R)-5-(2-allyl-3-methoxyphenyl)-10-((tert-butyldimethylsilyl)oxy)-2,2,3,3,13,13,14,14-octamethyl-4,12-dioxa-3,13-disilapentadec-6-yne
CAS No.:1613271-14-9
Molecular Formula:C₃₅H₆₄O₄Si₃
Molecular Weight:633.147
Hs Code.:

Synonyms:(5S,10R)-5-(2-allyl-3-methoxyphenyl)-10-((tert-butyldimethylsilyl)oxy)-2,2,3,3,13,13,14,14-octamethyl-4,12-dioxa-3,13-disilapentadec-6-yne

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Chemical Property of (5S,10R)-5-(2-allyl-3-methoxyphenyl)-10-((tert-butyldimethylsilyl)oxy)-2,2,3,3,13,13,14,14-octamethyl-4,12-dioxa-3,13-disilapentadec-6-yne

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Technology Process of (5S,10R)-5-(2-allyl-3-methoxyphenyl)-10-((tert-butyldimethylsilyl)oxy)-2,2,3,3,13,13,14,14-octamethyl-4,12-dioxa-3,13-disilapentadec-6-yne

There total 13 articles about (5S,10R)-5-(2-allyl-3-methoxyphenyl)-10-((tert-butyldimethylsilyl)oxy)-2,2,3,3,13,13,14,14-octamethyl-4,12-dioxa-3,13-disilapentadec-6-yne 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: 99.0%

: 1613271-13-8
(1S,6R)-1-(2-allyl-3-methoxyphenyl)-6,7-bis((tert-butyldimethylsilyl)oxy)hept-2-yn-1-ol

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1613271-14-9
(5S,10R)-5-(2-allyl-3-methoxyphenyl)-10-((tert-butyldimethylsilyl)oxy)-2,2,3,3,13,13,14,14-octamethyl-4,12-dioxa-3,13-disilapentadec-6-yne

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 0 - 20 ℃; Inert atmosphere;

Reference yield:

: 94956-98-6
2-allyl-3-methoxybenzaldehyde

: 1613271-14-9
(5S,10R)-5-(2-allyl-3-methoxyphenyl)-10-((tert-butyldimethylsilyl)oxy)-2,2,3,3,13,13,14,14-octamethyl-4,12-dioxa-3,13-disilapentadec-6-yne

Guidance literature:: Multi-step reaction with 4 steps

1.1: sec.-butyllithium / tert-butyl methyl ether; cyclohexane / 0.5 h / -78 °C / Inert atmosphere

1.2: 17 h / -78 - 20 °C

2.1: manganese(IV) oxide / dichloromethane / 16 h / Inert atmosphere

3.1: (R)-(+)-2-methyl-CBS-oxazaborolidine; dimethylsulfide borane complex / tetrahydrofuran; toluene / 1.58 h / -55 - -45 °C / Inert atmosphere

4.1: 1H-imidazole / N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere

With 1H-imidazole; manganese(IV) oxide; dimethylsulfide borane complex; (R)-(+)-2-methyl-CBS-oxazaborolidine; sec.-butyllithium; In tetrahydrofuran; dichloromethane; tert-butyl methyl ether; cyclohexane; N,N-dimethyl-formamide; toluene;

Reference yield:

: 1613271-09-2
(R)-5-(but-3-yn-1-yl)-2,2,3,3,8,8,9,9-octamethyl-4,7-dioxa-3,8-disiladecane

: 1613271-14-9
(5S,10R)-5-(2-allyl-3-methoxyphenyl)-10-((tert-butyldimethylsilyl)oxy)-2,2,3,3,13,13,14,14-octamethyl-4,12-dioxa-3,13-disilapentadec-6-yne

Guidance literature:: Multi-step reaction with 4 steps

1.1: sec.-butyllithium / tert-butyl methyl ether; cyclohexane / 0.5 h / -78 °C / Inert atmosphere

1.2: 17 h / -78 - 20 °C

2.1: manganese(IV) oxide / dichloromethane / 16 h / Inert atmosphere

3.1: (R)-(+)-2-methyl-CBS-oxazaborolidine; dimethylsulfide borane complex / tetrahydrofuran; toluene / 1.58 h / -55 - -45 °C / Inert atmosphere

4.1: 1H-imidazole / N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere

With 1H-imidazole; manganese(IV) oxide; dimethylsulfide borane complex; (R)-(+)-2-methyl-CBS-oxazaborolidine; sec.-butyllithium; In tetrahydrofuran; dichloromethane; tert-butyl methyl ether; cyclohexane; N,N-dimethyl-formamide; toluene;