10-{6-[3-(tert-butyl-diphenyl-silanyloxy)-1-methyl-propenyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-3-methoxy-deca-4,6,8-trien-1-ol

Base Information

Chemical Name:10-{6-[3-(tert-butyl-diphenyl-silanyloxy)-1-methyl-propenyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-3-methoxy-deca-4,6,8-trien-1-ol
CAS No.:933466-26-3
Molecular Formula:C₃₈H₅₄O₅Si
Molecular Weight:618.929
Hs Code.:

10-{6-[3-(<i>tert</i>-butyl-diphenyl-silanyloxy)-1-methyl-propenyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-3-methoxy-deca-4,6,8-trien-1-ol

Synonyms:10-{6-[3-(tert-butyl-diphenyl-silanyloxy)-1-methyl-propenyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-3-methoxy-deca-4,6,8-trien-1-ol

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Chemical Property of 10-{6-[3-(tert-butyl-diphenyl-silanyloxy)-1-methyl-propenyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-3-methoxy-deca-4,6,8-trien-1-ol

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Technology Process of 10-{6-[3-(tert-butyl-diphenyl-silanyloxy)-1-methyl-propenyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-3-methoxy-deca-4,6,8-trien-1-ol

There total 7 articles about 10-{6-[3-(tert-butyl-diphenyl-silanyloxy)-1-methyl-propenyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-3-methoxy-deca-4,6,8-trien-1-ol 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: 93.0%

: 933466-25-2
10-{6-[3-(tert-butyl-diphenyl-silanyloxy)-1-methyl-propenyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-3-methoxy-deca-4,6,8-trienoic acid tert-butyl ester

: 933466-26-3
10-{6-[3-(tert-butyl-diphenyl-silanyloxy)-1-methyl-propenyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-3-methoxy-deca-4,6,8-trien-1-ol

Guidance literature:: With lithium aluminium tetrahydride; In diethyl ether; at 0 - 20 ℃; for 3.5h;
DOI:10.1055/s-2006-958967

Reference yield:

: 933466-20-7
2-{(4S,5S,6R)-6-[(Z)-3-(tert-butyldiphenylsiloxy)-1-methylprop-1-enyl]-2,2,5-trimethyl-1,3-dioxan-4-yl}ethanal

: 933466-26-3
10-{6-[3-(tert-butyl-diphenyl-silanyloxy)-1-methyl-propenyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-3-methoxy-deca-4,6,8-trien-1-ol

Guidance literature:: Multi-step reaction with 6 steps

1.1: LiHMDS / tetrahydrofuran / 0.5 h / -78 °C

1.2: 96 percent / tetrahydrofuran / 12 h / -78 - -10 °C

2.1: 96 percent / DIBAL-H / tetrahydrofuran; toluene / 2 h / -78 °C

3.1: 72 percent / NMO; tetrapropylammonium perruthenate / CH₂Cl₂ / 2 h / 20 °C

4.1: diacetone-D-glucose; LDA; Et₃N / CpTiCl₃ / diethyl ether / 12 h / -78 - -65 °C

5.1: 88 percent / Ag₂O / CH₂Cl₂ / 48 h / 20 °C

6.1: 93 percent / LiAlH₄ / diethyl ether / 3.5 h / 0 - 20 °C

With lithium aluminium tetrahydride; N-methyl-2-indolinone; tetrapropylammonium perruthennate; 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose; diisobutylaluminium hydride; triethylamine; silver(l) oxide; lithium hexamethyldisilazane; lithium diisopropyl amide; cyclopentadienyl titanium(IV) trichloride; In tetrahydrofuran; diethyl ether; dichloromethane; toluene; 1.2: Horner-Wadsworth-Emmons reaction;
DOI:10.1055/s-2006-958967

Reference yield:

: ethyl {(4S,5S,6R)-6-[(Z)-3-(tert-butyldiphenylsiloxy)-1-methylprop-1-enyl]-2,2,5-trimethyl-1,3-dioxan-4-yl}acetate

: 933466-26-3
10-{6-[3-(tert-butyl-diphenyl-silanyloxy)-1-methyl-propenyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-3-methoxy-deca-4,6,8-trien-1-ol

Guidance literature:: Multi-step reaction with 7 steps

1.1: 99 percent / DIBAL-H / CH₂Cl₂; toluene / 2 h / -78 °C

2.1: LiHMDS / tetrahydrofuran / 0.5 h / -78 °C

2.2: 96 percent / tetrahydrofuran / 12 h / -78 - -10 °C

3.1: 96 percent / DIBAL-H / tetrahydrofuran; toluene / 2 h / -78 °C

4.1: 72 percent / NMO; tetrapropylammonium perruthenate / CH₂Cl₂ / 2 h / 20 °C

5.1: diacetone-D-glucose; LDA; Et₃N / CpTiCl₃ / diethyl ether / 12 h / -78 - -65 °C

6.1: 88 percent / Ag₂O / CH₂Cl₂ / 48 h / 20 °C

7.1: 93 percent / LiAlH₄ / diethyl ether / 3.5 h / 0 - 20 °C

With lithium aluminium tetrahydride; N-methyl-2-indolinone; tetrapropylammonium perruthennate; 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose; diisobutylaluminium hydride; triethylamine; silver(l) oxide; lithium hexamethyldisilazane; lithium diisopropyl amide; cyclopentadienyl titanium(IV) trichloride; In tetrahydrofuran; diethyl ether; dichloromethane; toluene; 2.2: Horner-Wadsworth-Emmons reaction;
DOI:10.1055/s-2006-958967