tert-Butyl-[(E)-(1S,3S)-7-(4-methoxy-benzyloxy)-1-((R)-1-methyl-but-3-enyl)-3-methylsulfanylmethoxy-hept-5-enyloxy]-dimethyl-silane

Base Information

Chemical Name:tert-Butyl-[(E)-(1S,3S)-7-(4-methoxy-benzyloxy)-1-((R)-1-methyl-but-3-enyl)-3-methylsulfanylmethoxy-hept-5-enyloxy]-dimethyl-silane
CAS No.:356548-59-9
Molecular Formula:C₂₈H₄₈O₄SSi
Molecular Weight:508.838
Hs Code.:

Synonyms:tert-Butyl-[(E)-(1S,3S)-7-(4-methoxy-benzyloxy)-1-((R)-1-methyl-but-3-enyl)-3-methylsulfanylmethoxy-hept-5-enyloxy]-dimethyl-silane

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Chemical Property of tert-Butyl-[(E)-(1S,3S)-7-(4-methoxy-benzyloxy)-1-((R)-1-methyl-but-3-enyl)-3-methylsulfanylmethoxy-hept-5-enyloxy]-dimethyl-silane

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Technology Process of tert-Butyl-[(E)-(1S,3S)-7-(4-methoxy-benzyloxy)-1-((R)-1-methyl-but-3-enyl)-3-methylsulfanylmethoxy-hept-5-enyloxy]-dimethyl-silane

There total 11 articles about tert-Butyl-[(E)-(1S,3S)-7-(4-methoxy-benzyloxy)-1-((R)-1-methyl-but-3-enyl)-3-methylsulfanylmethoxy-hept-5-enyloxy]-dimethyl-silane 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: 91.0%

: 824-94-2
p-methoxybenzyl chloride

: 356548-58-8
(E)-(5S,7S,8R)-7-(tert-Butyl-dimethyl-silanyloxy)-8-methyl-5-methylsulfanylmethoxy-undeca-2,10-dien-1-ol

: 356548-59-9
tert-Butyl-[(E)-(1S,3S)-7-(4-methoxy-benzyloxy)-1-((R)-1-methyl-but-3-enyl)-3-methylsulfanylmethoxy-hept-5-enyloxy]-dimethyl-silane

Guidance literature:: With tetra-(n-butyl)ammonium iodide; In N,N-dimethyl-formamide; at 20 ℃;

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 356548-59-9
tert-Butyl-[(E)-(1S,3S)-7-(4-methoxy-benzyloxy)-1-((R)-1-methyl-but-3-enyl)-3-methylsulfanylmethoxy-hept-5-enyloxy]-dimethyl-silane

Guidance literature:: Multi-step reaction with 10 steps

1.1: 99 percent / 2,6-lutidine / -78 °C

2.1: 9-BBN / tetrahydrofuran / Heating

2.2: 84 percent / aq. NaOH; H₂O₂

3.1: 96 percent / DMSO; (COCl)2; Et₃N / -78 °C

4.1: 81 percent / NaHMDS / -78 - 20 °C

5.1: 90 percent / aq. TFA / CH₂Cl₂ / 20 °C

6.1: 81 percent / tosyl-imidazole; NaH

7.1: 94 percent / n-BuLi; BF₃*Et₂O / -78 °C

8.1: 96 percent / Ac₂O / 20 °C

9.1: 77 percent / LiAlH₄ / tetrahydrofuran / 20 °C

10.1: 91 percent / TBAI / dimethylformamide / 20 °C

With 2,6-dimethylpyridine; lithium aluminium tetrahydride; 9-borabicyclo[3.3.1]nonane dimer; n-butyllithium; oxalyl dichloride; boron trifluoride diethyl etherate; sodium hexamethyldisilazane; acetic anhydride; tetra-(n-butyl)ammonium iodide; sodium hydride; dimethyl sulfoxide; triethylamine; N-tosylimidazole; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 3.1: Swern oxidation / 4.1: Wittig methylenation;

Reference yield:

: 1-((R)-2,2-Diethyl-[1,3]dioxolan-4-yl)-3-methyl-pent-4-en-2-ol

: 356548-59-9
tert-Butyl-[(E)-(1S,3S)-7-(4-methoxy-benzyloxy)-1-((R)-1-methyl-but-3-enyl)-3-methylsulfanylmethoxy-hept-5-enyloxy]-dimethyl-silane

Guidance literature:: Multi-step reaction with 10 steps

1.1: 99 percent / 2,6-lutidine / -78 °C

2.1: 9-BBN / tetrahydrofuran / Heating

2.2: 84 percent / aq. NaOH; H₂O₂

3.1: 96 percent / DMSO; (COCl)2; Et₃N / -78 °C

4.1: 81 percent / NaHMDS / -78 - 20 °C

5.1: 90 percent / aq. TFA / CH₂Cl₂ / 20 °C

6.1: 81 percent / tosyl-imidazole; NaH

7.1: 94 percent / n-BuLi; BF₃*Et₂O / -78 °C

8.1: 96 percent / Ac₂O / 20 °C

9.1: 77 percent / LiAlH₄ / tetrahydrofuran / 20 °C

10.1: 91 percent / TBAI / dimethylformamide / 20 °C

With 2,6-dimethylpyridine; lithium aluminium tetrahydride; 9-borabicyclo[3.3.1]nonane dimer; n-butyllithium; oxalyl dichloride; boron trifluoride diethyl etherate; sodium hexamethyldisilazane; acetic anhydride; tetra-(n-butyl)ammonium iodide; sodium hydride; dimethyl sulfoxide; triethylamine; N-tosylimidazole; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 3.1: Swern oxidation / 4.1: Wittig methylenation;