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

Base Information

Chemical Name:3-(tert-Butyldiphenylsilanyloxy)-7-hydroxyheptanoic acid benzyl ester
CAS No.:301230-17-1
Molecular Formula:C₃₀H₃₈O₄Si
Molecular Weight:490.715
Hs Code.:

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

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

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

There total 6 articles about 3-(tert-Butyldiphenylsilanyloxy)-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: 78.0%

: 203520-30-3
3-(tert-Butyldiphenylsilanyloxy)hept-6-enoic acid benzyl ester

: 301230-17-1
3-(tert-Butyldiphenylsilanyloxy)-7-hydroxyheptanoic acid benzyl ester

Guidance literature:: With sodium hydroxide; dimethylsulfide borane complex; dihydrogen peroxide;
DOI:10.1055/s-1997-1055

Reference yield:

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

: 301230-17-1
3-(tert-Butyldiphenylsilanyloxy)-7-hydroxyheptanoic acid benzyl ester

Guidance literature:: Multi-step reaction with 3 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

With 1H-imidazole; dimethylsulfide borane complex; sodium hydrogencarbonate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 1.1: Acylation / 2.1: Substitution / 3.1: Addition / 3.2: Oxidation;
DOI:10.1039/b000751j

Reference yield:

: 100-39-0
benzyl bromide

: 301230-17-1
3-(tert-Butyldiphenylsilanyloxy)-7-hydroxyheptanoic acid benzyl ester

Guidance literature:: Multi-step reaction with 3 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

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