((2R,3R,4S,5R)-3,5-Bis-benzyloxy-6-[1,3]dithian-2-yl-2,4-dimethyl-hexyloxy)-tert-butyl-diphenyl-silane

Base Information

Chemical Name:((2R,3R,4S,5R)-3,5-Bis-benzyloxy-6-[1,3]dithian-2-yl-2,4-dimethyl-hexyloxy)-tert-butyl-diphenyl-silane
CAS No.:936495-46-4
Molecular Formula:C₄₂H₅₄O₃S₂Si
Molecular Weight:699.106
Hs Code.:

Synonyms:((2R,3R,4S,5R)-3,5-Bis-benzyloxy-6-[1,3]dithian-2-yl-2,4-dimethyl-hexyloxy)-tert-butyl-diphenyl-silane

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Chemical Property of ((2R,3R,4S,5R)-3,5-Bis-benzyloxy-6-[1,3]dithian-2-yl-2,4-dimethyl-hexyloxy)-tert-butyl-diphenyl-silane

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Technology Process of ((2R,3R,4S,5R)-3,5-Bis-benzyloxy-6-[1,3]dithian-2-yl-2,4-dimethyl-hexyloxy)-tert-butyl-diphenyl-silane

There total 11 articles about ((2R,3R,4S,5R)-3,5-Bis-benzyloxy-6-[1,3]dithian-2-yl-2,4-dimethyl-hexyloxy)-tert-butyl-diphenyl-silane 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:

: 69743-60-8
(2S,3R)-threo-3-methylbutane-1,2,4-triol 1,2-acetonide

: 936495-46-4
((2R,3R,4S,5R)-3,5-Bis-benzyloxy-6-[1,3]dithian-2-yl-2,4-dimethyl-hexyloxy)-tert-butyl-diphenyl-silane

Guidance literature:: Multi-step reaction with 11 steps

1.1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 0.83 h / -78 - 20 °C

2.1: KOtBu / tetrahydrofuran / 1 h / 20 °C

2.2: 493 mg / tetrahydrofuran / 1 h / -78 °C

3.1: 98 percent / diisobutylaluminum hydride / CH₂Cl₂; hexane / 1.17 h / -78 °C

4.1: 91 percent / tert-butyl hydroperoxide; Ti(OiPr)4; (+)-diethyl tartrate / 4 Angstroem molecular sieves / CH₂Cl₂; toluene / 2 h / -23 °C

5.1: CuI / diethyl ether / 0.5 h / -23 °C

5.2: 70 percent / diethyl ether / 1.75 h / -40 - -23 °C

6.1: 100 percent / imidazole / dimethylformamide / 1 h / 0 °C

7.1: NaH / tetrahydrofuran / 0.25 h / 0 °C

7.2: 94 percent / tetrahydrofuran; dimethylformamide / 1 h / 20 °C

8.1: 88 percent / AcOH / ethanol; H₂O / 20 h / 20 °C

9.1: pyridine; p-TsCl / 2 h / 0 °C

9.2: 86 percent / K₂CO₃ / methanol / 0.5 h / 0 °C

10.1: BuLi / tetrahydrofuran; hexane / 2 h / -23 °C

10.2: tetrahydrofuran; hexane / 7 h / 20 °C

11.1: NaH / tetrahydrofuran / 0.17 h / 0 °C

11.2: 418 mg / tetrahydrofuran; dimethylformamide / 2 h / 20 °C

With pyridine; 1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; copper(l) iodide; n-butyllithium; oxalyl dichloride; potassium tert-butylate; sodium hydride; diisobutylaluminium hydride; acetic acid; dimethyl sulfoxide; (+)-Weinsaeure-diethylester; triethylamine; p-toluenesulfonyl chloride; 4 A molecular sieve; In tetrahydrofuran; diethyl ether; ethanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; toluene; 1.1: Swern oxidation;
DOI:10.1016/j.tet.2007.02.011

Reference yield:

: 77398-88-0
(S)-2-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-propionaldehyde

: 936495-46-4
((2R,3R,4S,5R)-3,5-Bis-benzyloxy-6-[1,3]dithian-2-yl-2,4-dimethyl-hexyloxy)-tert-butyl-diphenyl-silane

Guidance literature:: Multi-step reaction with 10 steps

1.1: KOtBu / tetrahydrofuran / 1 h / 20 °C

1.2: 493 mg / tetrahydrofuran / 1 h / -78 °C

2.1: 98 percent / diisobutylaluminum hydride / CH₂Cl₂; hexane / 1.17 h / -78 °C

3.1: 91 percent / tert-butyl hydroperoxide; Ti(OiPr)4; (+)-diethyl tartrate / 4 Angstroem molecular sieves / CH₂Cl₂; toluene / 2 h / -23 °C

4.1: CuI / diethyl ether / 0.5 h / -23 °C

4.2: 70 percent / diethyl ether / 1.75 h / -40 - -23 °C

5.1: 100 percent / imidazole / dimethylformamide / 1 h / 0 °C

6.1: NaH / tetrahydrofuran / 0.25 h / 0 °C

6.2: 94 percent / tetrahydrofuran; dimethylformamide / 1 h / 20 °C

7.1: 88 percent / AcOH / ethanol; H₂O / 20 h / 20 °C

8.1: pyridine; p-TsCl / 2 h / 0 °C

8.2: 86 percent / K₂CO₃ / methanol / 0.5 h / 0 °C

9.1: BuLi / tetrahydrofuran; hexane / 2 h / -23 °C

9.2: tetrahydrofuran; hexane / 7 h / 20 °C

10.1: NaH / tetrahydrofuran / 0.17 h / 0 °C

10.2: 418 mg / tetrahydrofuran; dimethylformamide / 2 h / 20 °C

With pyridine; 1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; copper(l) iodide; n-butyllithium; potassium tert-butylate; sodium hydride; diisobutylaluminium hydride; acetic acid; (+)-Weinsaeure-diethylester; p-toluenesulfonyl chloride; 4 A molecular sieve; In tetrahydrofuran; diethyl ether; ethanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.tet.2007.02.011

Reference yield:

: 936495-15-7
(E)-(R)-4-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-pent-2-en-1-ol

: 936495-46-4
((2R,3R,4S,5R)-3,5-Bis-benzyloxy-6-[1,3]dithian-2-yl-2,4-dimethyl-hexyloxy)-tert-butyl-diphenyl-silane

Guidance literature:: Multi-step reaction with 8 steps

1.1: 91 percent / tert-butyl hydroperoxide; Ti(OiPr)4; (+)-diethyl tartrate / 4 Angstroem molecular sieves / CH₂Cl₂; toluene / 2 h / -23 °C

2.1: CuI / diethyl ether / 0.5 h / -23 °C

2.2: 70 percent / diethyl ether / 1.75 h / -40 - -23 °C

3.1: 100 percent / imidazole / dimethylformamide / 1 h / 0 °C

4.1: NaH / tetrahydrofuran / 0.25 h / 0 °C

4.2: 94 percent / tetrahydrofuran; dimethylformamide / 1 h / 20 °C

5.1: 88 percent / AcOH / ethanol; H₂O / 20 h / 20 °C

6.1: pyridine; p-TsCl / 2 h / 0 °C

6.2: 86 percent / K₂CO₃ / methanol / 0.5 h / 0 °C

7.1: BuLi / tetrahydrofuran; hexane / 2 h / -23 °C

7.2: tetrahydrofuran; hexane / 7 h / 20 °C

8.1: NaH / tetrahydrofuran / 0.17 h / 0 °C

8.2: 418 mg / tetrahydrofuran; dimethylformamide / 2 h / 20 °C

With pyridine; 1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; copper(l) iodide; n-butyllithium; sodium hydride; acetic acid; (+)-Weinsaeure-diethylester; p-toluenesulfonyl chloride; 4 A molecular sieve; In tetrahydrofuran; diethyl ether; ethanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.tet.2007.02.011