3-(tert-Butyldiphenylsilanyloxy)-8-(dimethoxyphosphoryl)-7-hydroxyheptanoic acid benzyl ester

Base Information

Chemical Name:3-(tert-Butyldiphenylsilanyloxy)-8-(dimethoxyphosphoryl)-7-hydroxyheptanoic acid benzyl ester
CAS No.:203520-33-6
Molecular Formula:C₃₃H₄₅O₇PSi
Molecular Weight:612.775
Hs Code.:

Synonyms:3-(tert-Butyldiphenylsilanyloxy)-8-(dimethoxyphosphoryl)-7-hydroxyheptanoic acid benzyl ester

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Chemical Property of 3-(tert-Butyldiphenylsilanyloxy)-8-(dimethoxyphosphoryl)-7-hydroxyheptanoic acid benzyl ester

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Technology Process of 3-(tert-Butyldiphenylsilanyloxy)-8-(dimethoxyphosphoryl)-7-hydroxyheptanoic acid benzyl ester

There total 8 articles about 3-(tert-Butyldiphenylsilanyloxy)-8-(dimethoxyphosphoryl)-7-hydroxyheptanoic acid benzyl ester 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: 55.0%

: 203520-32-5
3-(tert-Butyldiphenylsilanyloxy)-7-oxoheptanoic acid benzyl ester

: 756-79-6
dimethyl methane phosphonate

: 203520-33-6
3-(tert-Butyldiphenylsilanyloxy)-8-(dimethoxyphosphoryl)-7-hydroxyheptanoic acid benzyl ester

Guidance literature:: With n-butyllithium;
DOI:10.1055/s-1997-1055

Reference yield:

: 112440-75-2
(R)-3-hydroxy-hept-6-enoic acid

: 203520-33-6
3-(tert-Butyldiphenylsilanyloxy)-8-(dimethoxyphosphoryl)-7-hydroxyheptanoic acid benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: aq. NaHCO₃ / CH₂Cl₂ / 72 h / 20 °C

2.1: 81 percent / imidazole / dimethylformamide / 16 h / 20 °C

3.1: borane-dimethyl sulfide complex / tetrahydrofuran / 3 h / 20 °C

3.2: 78 percent / aq. H₂O₂; NaOH / tetrahydrofuran / 2 h / 0 °C

4.1: 78 percent / pyridinium dichromate / CH₂Cl₂ / 23 h / 20 °C

5.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

5.2: 55 percent / tetrahydrofuran; hexane / 2 h / -78 °C

With 1H-imidazole; dipyridinium dichromate; n-butyllithium; dimethylsulfide borane complex; sodium hydrogencarbonate; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; 1.1: Acylation / 2.1: Substitution / 3.1: Addition / 3.2: Oxidation / 4.1: Oxidation / 5.1: Metallation / 5.2: Addition;
DOI:10.1039/b000751j

Reference yield:

: 100-39-0
benzyl bromide

: 203520-33-6
3-(tert-Butyldiphenylsilanyloxy)-8-(dimethoxyphosphoryl)-7-hydroxyheptanoic acid benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 70 percent / NaHCO₃ / aliquat-336 / CH₂Cl₂; H₂O

2: 91 percent / imidazole / dimethylformamide / 14 h / Ambient temperature

3: 78 percent / BH₃*DMS, H₂O₂, NaOH

4: 84 percent / PDC / CH₂Cl₂ / 12 h / Ambient temperature

5: 55 percent / BuLi

With 1H-imidazole; sodium hydroxide; dipyridinium dichromate; n-butyllithium; dimethylsulfide borane complex; dihydrogen peroxide; sodium hydrogencarbonate; Aliquat 336; In dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1055/s-1997-1055