2-allyl-2-[3-(tert-butyl-dimethyl-silanyloxy)-oct-7-enyl]-malonic acid dibenzyl ester

Base Information

Chemical Name:2-allyl-2-[3-(tert-butyl-dimethyl-silanyloxy)-oct-7-enyl]-malonic acid dibenzyl ester
CAS No.:753030-88-5
Molecular Formula:C₃₄H₄₈O₅Si
Molecular Weight:564.838
Hs Code.:

2-allyl-2-[3-(<i>tert</i>-butyl-dimethyl-silanyloxy)-oct-7-enyl]-malonic acid dibenzyl ester

Synonyms:2-allyl-2-[3-(tert-butyl-dimethyl-silanyloxy)-oct-7-enyl]-malonic acid dibenzyl ester

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Chemical Property of 2-allyl-2-[3-(tert-butyl-dimethyl-silanyloxy)-oct-7-enyl]-malonic acid dibenzyl ester

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Technology Process of 2-allyl-2-[3-(tert-butyl-dimethyl-silanyloxy)-oct-7-enyl]-malonic acid dibenzyl ester

There total 5 articles about 2-allyl-2-[3-(tert-butyl-dimethyl-silanyloxy)-oct-7-enyl]-malonic acid dibenzyl 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: 94.0%

: 173541-54-3
dibenzyl 2-allylmalonate

: 753030-87-4
tert-butyl-[1-(2-iodo-ethyl)-hex-5-enyloxy]-dimethyl-silane

: 753030-88-5
2-allyl-2-[3-(tert-butyl-dimethyl-silanyloxy)-oct-7-enyl]-malonic acid dibenzyl ester

Guidance literature:: dibenzyl 2-allylmalonate; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 2h;

tert-butyl-[1-(2-iodo-ethyl)-hex-5-enyloxy]-dimethyl-silane; In tetrahydrofuran; at 0 - 20 ℃; for 13h;
DOI:10.1021/ol049038x

Reference yield:

: 764-59-0
hex-5-en-1-al

: 753030-88-5
2-allyl-2-[3-(tert-butyl-dimethyl-silanyloxy)-oct-7-enyl]-malonic acid dibenzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: (R)-(+)-1,1'-bi-2-naphthol; Ti(O-i-Pr)4; 4 Angstroem molecular sieves / diethyl ether / 20 h / -25 °C

1.2: HCl / methanol / 3 h

2.1: 100 percent / 2,6-lutidine / CH₂Cl₂ / 1 h

3.1: 93 percent / DIBALH / CH₂Cl₂; toluene / 2 h / -30 °C

4.1: 94 percent / PPh₃; imidazole; I₂ / CH₂Cl₂ / 2 h / 0 °C

5.1: NaH / tetrahydrofuran / 2 h / 0 °C

5.2: 94 percent / tetrahydrofuran / 13 h / 0 - 20 °C

With 1H-imidazole; 2,6-dimethylpyridine; titanium(IV) isopropylate; 4 A molecular sieve; iodine; (R)-1,1'-Bi-2-naphthol; sodium hydride; diisobutylaluminium hydride; triphenylphosphine; In tetrahydrofuran; diethyl ether; dichloromethane; toluene; 1.1: Mukaiyama-Keck aldol condensation;
DOI:10.1021/ol049038x

Reference yield:

: 753030-85-2
3-hydroxy-oct-7-enethioic acid S-tert-butyl ester

: 753030-88-5
2-allyl-2-[3-(tert-butyl-dimethyl-silanyloxy)-oct-7-enyl]-malonic acid dibenzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 100 percent / 2,6-lutidine / CH₂Cl₂ / 1 h

2.1: 93 percent / DIBALH / CH₂Cl₂; toluene / 2 h / -30 °C

3.1: 94 percent / PPh₃; imidazole; I₂ / CH₂Cl₂ / 2 h / 0 °C

4.1: NaH / tetrahydrofuran / 2 h / 0 °C

4.2: 94 percent / tetrahydrofuran / 13 h / 0 - 20 °C

With 1H-imidazole; 2,6-dimethylpyridine; iodine; sodium hydride; diisobutylaluminium hydride; triphenylphosphine; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1021/ol049038x