5-[(1R,2R)-1,2-Bis-benzyloxy-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethyl]-2-(tert-butyl-dimethyl-silanyl)-imidazole-1-sulfonic acid dimethylamide

Base Information

Chemical Name:5-[(1R,2R)-1,2-Bis-benzyloxy-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethyl]-2-(tert-butyl-dimethyl-silanyl)-imidazole-1-sulfonic acid dimethylamide
CAS No.:1053692-46-8
Molecular Formula:C₃₂H₄₇N₃O₆SSi
Molecular Weight:629.893
Hs Code.:

5-[(1R,2R)-1,2-Bis-benzyloxy-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethyl]-2-(tert-butyl-dimethyl-silanyl)-imidazole-1-sulfonic acid dimethylamide

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Chemical Property of 5-[(1R,2R)-1,2-Bis-benzyloxy-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethyl]-2-(tert-butyl-dimethyl-silanyl)-imidazole-1-sulfonic acid dimethylamide

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Technology Process of 5-[(1R,2R)-1,2-Bis-benzyloxy-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethyl]-2-(tert-butyl-dimethyl-silanyl)-imidazole-1-sulfonic acid dimethylamide

There total 7 articles about 5-[(1R,2R)-1,2-Bis-benzyloxy-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethyl]-2-(tert-butyl-dimethyl-silanyl)-imidazole-1-sulfonic acid dimethylamide 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:

: 100-39-0
benzyl bromide

: 1053692-46-8
5-[(1R,2R)-1,2-Bis-benzyloxy-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethyl]-2-(tert-butyl-dimethyl-silanyl)-imidazole-1-sulfonic acid dimethylamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: 88 percent / Ag₂O / KI / toluene / 1.5 h / Heating

2.1: 96 percent / DIBAH / toluene / 0.42 h / -78 °C

3.1: nBuLi / tetrahydrofuran; hexane / 0.42 h / -78 °C

3.2: tetrahydrofuran; hexane / -50 - 20 °C

4.1: Bu₄NI; NaH / tetrahydrofuran / 0.5 h / 35 °C

4.2: 15 h / 40 °C

With n-butyllithium; tetra-(n-butyl)ammonium iodide; sodium hydride; diisobutylaluminium hydride; silver(l) oxide; potassium iodide; In tetrahydrofuran; hexane; toluene;
DOI:10.1002/1099-0690(200104)2001:7<1335::AID-EJOC1335>3.0.CO;2-Z

Reference yield:

: 114185-07-8
ethyl (2R)-2-[(1S)-3,3-dimethyl(2,4-dioxolanyl)]-2-hydroxyacetate

: 1053692-46-8
5-[(1R,2R)-1,2-Bis-benzyloxy-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethyl]-2-(tert-butyl-dimethyl-silanyl)-imidazole-1-sulfonic acid dimethylamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: pyridine / CH₂Cl₂ / 0.5 h / 0 °C

2.1: 4.93 g / Bu₄NNO₂ / CH₂Cl₂ / 1 h / 40 °C

3.1: 88 percent / Ag₂O / KI / toluene / 1.5 h / Heating

4.1: 96 percent / DIBAH / toluene / 0.42 h / -78 °C

5.1: nBuLi / tetrahydrofuran; hexane / 0.42 h / -78 °C

5.2: tetrahydrofuran; hexane / -50 - 20 °C

6.1: Bu₄NI; NaH / tetrahydrofuran / 0.5 h / 35 °C

6.2: 15 h / 40 °C

With pyridine; n-butyllithium; tetra-(n-butyl)ammonium iodide; sodium hydride; diisobutylaluminium hydride; tetrabutylammonium nitrite; silver(l) oxide; potassium iodide; In tetrahydrofuran; hexane; dichloromethane; toluene;
DOI:10.1002/1099-0690(200104)2001:7<1335::AID-EJOC1335>3.0.CO;2-Z

Reference yield:

: 205489-00-5
(R)-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-trifluoromethanesulfonyloxy-acetic acid ethyl ester

: 1053692-46-8
5-[(1R,2R)-1,2-Bis-benzyloxy-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethyl]-2-(tert-butyl-dimethyl-silanyl)-imidazole-1-sulfonic acid dimethylamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: 4.93 g / Bu₄NNO₂ / CH₂Cl₂ / 1 h / 40 °C

2.1: 88 percent / Ag₂O / KI / toluene / 1.5 h / Heating

3.1: 96 percent / DIBAH / toluene / 0.42 h / -78 °C

4.1: nBuLi / tetrahydrofuran; hexane / 0.42 h / -78 °C

4.2: tetrahydrofuran; hexane / -50 - 20 °C

5.1: Bu₄NI; NaH / tetrahydrofuran / 0.5 h / 35 °C

5.2: 15 h / 40 °C

With n-butyllithium; tetra-(n-butyl)ammonium iodide; sodium hydride; diisobutylaluminium hydride; tetrabutylammonium nitrite; silver(l) oxide; potassium iodide; In tetrahydrofuran; hexane; dichloromethane; toluene;
DOI:10.1002/1099-0690(200104)2001:7<1335::AID-EJOC1335>3.0.CO;2-Z