(S)-2-((S)-2-Hydroxy-3-tritylsulfanyl-propyl)-nonanoic acid ((S)-2,2-dimethyl-1-methylcarbamoyl-propyl)-amide

Base Information

Chemical Name:(S)-2-((S)-2-Hydroxy-3-tritylsulfanyl-propyl)-nonanoic acid ((S)-2,2-dimethyl-1-methylcarbamoyl-propyl)-amide
CAS No.:249588-57-6
Molecular Formula:C₃₈H₅₂N₂O₃S
Molecular Weight:616.908
Hs Code.:

Synonyms:(S)-2-((S)-2-Hydroxy-3-tritylsulfanyl-propyl)-nonanoic acid ((S)-2,2-dimethyl-1-methylcarbamoyl-propyl)-amide

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Chemical Property of (S)-2-((S)-2-Hydroxy-3-tritylsulfanyl-propyl)-nonanoic acid ((S)-2,2-dimethyl-1-methylcarbamoyl-propyl)-amide

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Technology Process of (S)-2-((S)-2-Hydroxy-3-tritylsulfanyl-propyl)-nonanoic acid ((S)-2,2-dimethyl-1-methylcarbamoyl-propyl)-amide

There total 8 articles about (S)-2-((S)-2-Hydroxy-3-tritylsulfanyl-propyl)-nonanoic acid ((S)-2,2-dimethyl-1-methylcarbamoyl-propyl)-amide 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: 45.0%

: 249588-55-4
2-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-3-tritylsulfanyl-propyl]-nonanoic acid ((S)-2,2-dimethyl-1-methylcarbamoyl-propyl)-amide

: 249588-57-6
(S)-2-((S)-2-Hydroxy-3-tritylsulfanyl-propyl)-nonanoic acid ((S)-2,2-dimethyl-1-methylcarbamoyl-propyl)-amide

: 202345-10-6
(2R)-2-((2S)-2-Hydroxy-3-tritylsulfanylpropyl)nonanoic acid ((1S)-2,2-dimethyl-1-methylcarbamoylpropyl)amide

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 12h;
DOI:10.1055/s-1999-2858

Reference yield:

: 3695-77-0
triphenylmethanethiol

: 249588-57-6
(S)-2-((S)-2-Hydroxy-3-tritylsulfanyl-propyl)-nonanoic acid ((S)-2,2-dimethyl-1-methylcarbamoyl-propyl)-amide

Guidance literature:: Multi-step reaction with 8 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: 91 percent / KI / dimethylformamide / 12 h / 50 °C

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

6.1: dioxane / 3 h / Heating

7.1: 90 percent / EDC; HOBt; DIEA / CH₂Cl₂ / 12 h / 20 °C

8.1: 45 percent / TBAF / tetrahydrofuran / 12 h / 20 °C

With morpholine; 1H-imidazole; dmap; potassium fluoride; tetrabutyl ammonium fluoride; sodium hydride; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; 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 / 7.1: Acylation / 8.1: Desilylation;
DOI:10.1055/s-1999-2858

Reference yield:

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

: 249588-57-6
(S)-2-((S)-2-Hydroxy-3-tritylsulfanyl-propyl)-nonanoic acid ((S)-2,2-dimethyl-1-methylcarbamoyl-propyl)-amide

Guidance literature:: Multi-step reaction with 7 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: 91 percent / KI / dimethylformamide / 12 h / 50 °C

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

5.1: dioxane / 3 h / Heating

6.1: 90 percent / EDC; HOBt; DIEA / CH₂Cl₂ / 12 h / 20 °C

7.1: 45 percent / TBAF / tetrahydrofuran / 12 h / 20 °C

With morpholine; 1H-imidazole; dmap; tetrabutyl ammonium fluoride; sodium hydride; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; 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 / 6.1: Acylation / 7.1: Desilylation;
DOI:10.1055/s-1999-2858