(4R,5S,6R)-4-((R)-2-Benzenesulfinyl-1-methyl-ethyl)-6-((S)-2-benzyloxymethoxy-1-methyl-ethyl)-2,2,5-trimethyl-[1,3]dioxane

Base Information

Chemical Name:(4R,5S,6R)-4-((R)-2-Benzenesulfinyl-1-methyl-ethyl)-6-((S)-2-benzyloxymethoxy-1-methyl-ethyl)-2,2,5-trimethyl-[1,3]dioxane
CAS No.:86534-99-8
Molecular Formula:C₂₇H₃₈O₅S
Molecular Weight:474.662
Hs Code.:

Synonyms:

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Chemical Property of (4R,5S,6R)-4-((R)-2-Benzenesulfinyl-1-methyl-ethyl)-6-((S)-2-benzyloxymethoxy-1-methyl-ethyl)-2,2,5-trimethyl-[1,3]dioxane

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Technology Process of (4R,5S,6R)-4-((R)-2-Benzenesulfinyl-1-methyl-ethyl)-6-((S)-2-benzyloxymethoxy-1-methyl-ethyl)-2,2,5-trimethyl-[1,3]dioxane

There total 13 articles about (4R,5S,6R)-4-((R)-2-Benzenesulfinyl-1-methyl-ethyl)-6-((S)-2-benzyloxymethoxy-1-methyl-ethyl)-2,2,5-trimethyl-[1,3]dioxane 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:

: (4R,5S,6R)-4-((S)-2-Benzyloxymethoxy-1-methyl-ethyl)-2,2,5-trimethyl-6-((R)-1-methyl-2-phenylsulfanyl-ethyl)-[1,3]dioxane

: 86534-99-8
(4R,5S,6R)-4-((R)-2-Benzenesulfinyl-1-methyl-ethyl)-6-((S)-2-benzyloxymethoxy-1-methyl-ethyl)-2,2,5-trimethyl-[1,3]dioxane

Guidance literature:: With sodium periodate; In methanol; water; Yield given;
DOI:10.1016/S0040-4039(00)81643-3

Reference yield:

: (2S,3R,4S)-3-(tert-Butyl-dimethyl-silanyloxy)-5-hydroxy-2,4-dimethyl-pentanoic acid

: 86534-99-8
(4R,5S,6R)-4-((R)-2-Benzenesulfinyl-1-methyl-ethyl)-6-((S)-2-benzyloxymethoxy-1-methyl-ethyl)-2,2,5-trimethyl-[1,3]dioxane

Guidance literature:: Multi-step reaction with 11 steps

1: diethyl ether

2: (iC₃H₇)2NC₂H₅ / CH₂Cl₂

3: DIBAL / CH₂Cl₂ / -78 °C

4: 95 percent / PCC, propylene oxide / CH₂Cl₂

5: tetrahydrofuran / 10 h / -100 °C

6: LiAlH₄ / diethyl ether / 0 °C

7: (C₄H₉)4N⁽¹⁺⁾*F(-) / tetrahydrofuran

8: N(C₂H₅)3, p-N(CH₃)2-pyridine / CH₂Cl₂

9: pyridinium tosylate / CH₂Cl₂

10: ethanol

11: NaIO₄ / methanol; H₂O

With dmap; sodium periodate; lithium aluminium tetrahydride; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; pyridinium chlorochromate; methyloxirane; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; water;
DOI:10.1016/S0040-4039(00)81643-3

Reference yield:

: (2S,3R,4R)-3-(tert-Butyl-dimethyl-silanyloxy)-2,4-dimethyl-5-oxo-pentanoic acid

: 86534-99-8
(4R,5S,6R)-4-((R)-2-Benzenesulfinyl-1-methyl-ethyl)-6-((S)-2-benzyloxymethoxy-1-methyl-ethyl)-2,2,5-trimethyl-[1,3]dioxane

Guidance literature:: Multi-step reaction with 12 steps

1: NaBH₄ / methanol; CH₂Cl₂ / 4 h / -78 - 20 °C

2: diethyl ether

3: (iC₃H₇)2NC₂H₅ / CH₂Cl₂

4: DIBAL / CH₂Cl₂ / -78 °C

5: 95 percent / PCC, propylene oxide / CH₂Cl₂

6: tetrahydrofuran / 10 h / -100 °C

7: LiAlH₄ / diethyl ether / 0 °C

8: (C₄H₉)4N⁽¹⁺⁾*F(-) / tetrahydrofuran

9: N(C₂H₅)3, p-N(CH₃)2-pyridine / CH₂Cl₂

10: pyridinium tosylate / CH₂Cl₂

11: ethanol

12: NaIO₄ / methanol; H₂O

With dmap; sodium tetrahydroborate; sodium periodate; lithium aluminium tetrahydride; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; pyridinium chlorochromate; methyloxirane; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; water;
DOI:10.1016/S0040-4039(00)81643-3