4-(tert-butyl-dimethyl-silanyloxy)-2-isobutyl-5-tritylsulfanyl-pentanoic acid

Base Information

Chemical Name:4-(tert-butyl-dimethyl-silanyloxy)-2-isobutyl-5-tritylsulfanyl-pentanoic acid
CAS No.:249588-52-1
Molecular Formula:C₃₄H₄₆O₃SSi
Molecular Weight:562.889
Hs Code.:

4-(<i>tert</i>-butyl-dimethyl-silanyloxy)-2-isobutyl-5-tritylsulfanyl-pentanoic acid

Synonyms:4-(tert-butyl-dimethyl-silanyloxy)-2-isobutyl-5-tritylsulfanyl-pentanoic acid

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Chemical Property of 4-(tert-butyl-dimethyl-silanyloxy)-2-isobutyl-5-tritylsulfanyl-pentanoic acid

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Technology Process of 4-(tert-butyl-dimethyl-silanyloxy)-2-isobutyl-5-tritylsulfanyl-pentanoic acid

There total 6 articles about 4-(tert-butyl-dimethyl-silanyloxy)-2-isobutyl-5-tritylsulfanyl-pentanoic acid 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:

: 3695-77-0
triphenylmethanethiol

: 249588-52-1
4-(tert-butyl-dimethyl-silanyloxy)-2-isobutyl-5-tritylsulfanyl-pentanoic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: 63 percent / KF / methanol / 36 h / 20 °C

2.1: 88 percent / imidazole; DMAP / CH₂Cl₂ / 12 h / 20 °C

3.1: NaH / dimethylformamide / 1 h / 20 °C

3.2: 53 percent / TBAI; imidazole / dimethylformamide / 18 h / 80 °C

4.1: NaH / dimethylformamide / 0.5 h / 20 °C

4.2: 89 percent / KI / dimethylformamide / 12 h / 50 °C

5.1: morpholine / (Ph₃P)4Pd / tetrahydrofuran / 3 h / 20 °C

6.1: dioxane / 3 h / Heating

With morpholine; 1H-imidazole; dmap; potassium fluoride; sodium hydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide; 1.1: Substitution / 2.1: Substitution / 3.1: Metallation / 3.2: Alkylation / 4.1: Metallation / 4.2: Alkylation / 5.1: Substitution / 6.1: Decarboxylation;
DOI:10.1055/s-1999-2858

Reference yield:

: 249588-46-3
Toluene-4-sulfonic acid (S)-2-hydroxy-3-tritylsulfanyl-propyl ester

: 249588-52-1
4-(tert-butyl-dimethyl-silanyloxy)-2-isobutyl-5-tritylsulfanyl-pentanoic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: 88 percent / imidazole; DMAP / CH₂Cl₂ / 12 h / 20 °C

2.1: NaH / dimethylformamide / 1 h / 20 °C

2.2: 53 percent / TBAI; imidazole / dimethylformamide / 18 h / 80 °C

3.1: NaH / dimethylformamide / 0.5 h / 20 °C

3.2: 89 percent / KI / dimethylformamide / 12 h / 50 °C

4.1: morpholine / (Ph₃P)4Pd / tetrahydrofuran / 3 h / 20 °C

5.1: dioxane / 3 h / Heating

With morpholine; 1H-imidazole; dmap; sodium hydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide; 1.1: Substitution / 2.1: Metallation / 2.2: Alkylation / 3.1: Metallation / 3.2: Alkylation / 4.1: Substitution / 5.1: Decarboxylation;
DOI:10.1055/s-1999-2858

Reference yield:

: 249588-47-4
toluene-4-sulfonic acid 2-(tert-butyl-dimethyl-silanyloxy)-3-tritylsulfanyl-propyl ester

: 249588-52-1
4-(tert-butyl-dimethyl-silanyloxy)-2-isobutyl-5-tritylsulfanyl-pentanoic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: NaH / dimethylformamide / 1 h / 20 °C

1.2: 53 percent / TBAI; imidazole / dimethylformamide / 18 h / 80 °C

2.1: NaH / dimethylformamide / 0.5 h / 20 °C

2.2: 89 percent / KI / dimethylformamide / 12 h / 50 °C

3.1: morpholine / (Ph₃P)4Pd / tetrahydrofuran / 3 h / 20 °C

4.1: dioxane / 3 h / Heating

With morpholine; sodium hydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; N,N-dimethyl-formamide; 1.1: Metallation / 1.2: Alkylation / 2.1: Metallation / 2.2: Alkylation / 3.1: Substitution / 4.1: Decarboxylation;
DOI:10.1055/s-1999-2858