tert-Butyl-dimethyl-((2R,3R,4S)-2,3,4-tris-benzyloxy-hex-5-enyloxy)-silane

Base Information

Chemical Name:tert-Butyl-dimethyl-((2R,3R,4S)-2,3,4-tris-benzyloxy-hex-5-enyloxy)-silane
CAS No.:201603-43-2
Molecular Formula:C₃₃H₄₄O₄Si
Molecular Weight:532.795
Hs Code.:

Synonyms:tert-Butyl-dimethyl-((2R,3R,4S)-2,3,4-tris-benzyloxy-hex-5-enyloxy)-silane

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Chemical Property of tert-Butyl-dimethyl-((2R,3R,4S)-2,3,4-tris-benzyloxy-hex-5-enyloxy)-silane

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Technology Process of tert-Butyl-dimethyl-((2R,3R,4S)-2,3,4-tris-benzyloxy-hex-5-enyloxy)-silane

There total 9 articles about tert-Butyl-dimethyl-((2R,3R,4S)-2,3,4-tris-benzyloxy-hex-5-enyloxy)-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: 80.0%

: 215303-21-2
(2S,3S,4S,5S,6R)-4,5,6-Tris-benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-2,3-dihydroxy-heptanoic acid methyl ester

: 201603-43-2
tert-Butyl-dimethyl-((2R,3R,4S)-2,3,4-tris-benzyloxy-hex-5-enyloxy)-silane

Guidance literature:: With (μ-chloro)(μ-methylene)dimethylaluminum; In tetrahydrofuran; pyridine; toluene; at -78 - -15 ℃; for 2h;
DOI:10.1021/jo981211d

Reference yield: 80.0%

: 185987-56-8
2-(R)-3-(S)-4-(R)-tribenzyloxy-5-t-butyldimethylsilyloxy-pentanal

: 201603-43-2
tert-Butyl-dimethyl-((2R,3R,4S)-2,3,4-tris-benzyloxy-hex-5-enyloxy)-silane

Guidance literature:: With pyridine; In tetrahydrofuran; toluene; at -78 ℃;
DOI:10.1021/jo971998s

Reference yield:

: 13263-74-6
D-xylose diethyl dithioacetal

: 201603-43-2
tert-Butyl-dimethyl-((2R,3R,4S)-2,3,4-tris-benzyloxy-hex-5-enyloxy)-silane

Guidance literature:: Multi-step reaction with 6 steps

1: 78 percent / imidazole / CH₂Cl₂ / 3 h

2: 1.) NaH, 2.) n-Bu₄N(+)*I(-) / 1) THF, rt, 1.5 h; 2) THF, rt, 8 h

3: 77 percent / HgO, HgCl₂ / acetone; H₂O / 5 h / Heating

4: 86 percent / CH₂Cl₂ / 10 h

5: (DHQD)2-PHAL, K₃Fe(CN)6, K₂CO₃, CH₃SO₂NH₂, OsO₄, H₂O / 2-methyl-propan-2-ol / 36 h / 0 °C

6: 80 percent / ((μ-chloro)(μ-methylene)dimethylaluminum / pyridine; toluene; tetrahydrofuran / 2 h / -78 - -15 °C

With 1H-imidazole; osmium(VIII) oxide; methanesulfonamide; (μ-chloro)(μ-methylene)dimethylaluminum; water; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; 1,4-bis(9-O-dihydroquinidine)phthalazine; mercury dichloride; mercury(II) oxide; potassium hexacyanoferrate(III); In tetrahydrofuran; pyridine; dichloromethane; water; acetone; toluene; tert-butyl alcohol;
DOI:10.1021/jo981211d