tert-butyl-[(4R,5S,6R)-6-((S)-1-[1,3]dithian-2-yl-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl-methoxy]-diphenylsilane

Base Information

Chemical Name:tert-butyl-[(4R,5S,6R)-6-((S)-1-[1,3]dithian-2-yl-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl-methoxy]-diphenylsilane
CAS No.:381246-82-8
Molecular Formula:C₃₀H₄₄O₃S₂Si
Molecular Weight:544.895
Hs Code.:

Synonyms:tert-butyl-[(4R,5S,6R)-6-((S)-1-[1,3]dithian-2-yl-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl-methoxy]-diphenylsilane

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Chemical Property of tert-butyl-[(4R,5S,6R)-6-((S)-1-[1,3]dithian-2-yl-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl-methoxy]-diphenylsilane

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Technology Process of tert-butyl-[(4R,5S,6R)-6-((S)-1-[1,3]dithian-2-yl-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl-methoxy]-diphenylsilane

There total 7 articles about tert-butyl-[(4R,5S,6R)-6-((S)-1-[1,3]dithian-2-yl-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl-methoxy]-diphenylsilane 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: 96.0%

: 77-76-9
2,2-dimethoxy-propane

: 381247-11-6
(2R,3S,4R,5S)-1-(tert-Butyl-diphenyl-silanyloxy)-5-[1,3]dithian-2-yl-3-methyl-hexane-2,4-diol

: 381246-82-8
tert-butyl-[(4R,5S,6R)-6-((S)-1-[1,3]dithian-2-yl-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl-methoxy]-diphenylsilane

Guidance literature:: With pyridinium p-toluenesulfonate; In dichloromethane; for 2h;
DOI:10.1021/ja011452u

Reference yield:

: 235791-67-0
(2R,3R,4R,5S,6S)-6-Benzyloxymethoxy-2,7-dihydroxy-4-methoxymethoxy-3,5-dimethyl-heptanoic acid methyl ester

: 381246-82-8
tert-butyl-[(4R,5S,6R)-6-((S)-1-[1,3]dithian-2-yl-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl-methoxy]-diphenylsilane

Guidance literature:: Multi-step reaction with 6 steps

1: H₂ / Pd(OH)2/C / methanol / 3 h / 20 °C / 760.05 Torr

2: NaIO₄ / methanol; H₂O / 2 h

3: 883 mg / BF₃*Et₂O / CH₂Cl₂ / 3.5 h / 0 °C

4: 95 percent / NaBH₄ / H₂O; tetrahydrofuran / 2 h

5: 88 percent / imidazole / tetrahydrofuran / 2 h

6: 96 percent / PPTS / CH₂Cl₂ / 2 h

With 1H-imidazole; sodium tetrahydroborate; sodium periodate; boron trifluoride diethyl etherate; hydrogen; pyridinium p-toluenesulfonate; palladium dihydroxide; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1021/ja011452u

Reference yield:

: 195377-39-0
(2R,3R,4R,5S,6S)-6-[(benzyloxy)methoxy]-7-(tert-butyldiphenylsilanyloxy)-2-hydroxy-4-methoxymethoxy-3,5-dimethylheptanoic acid methyl ester

: 381246-82-8
tert-butyl-[(4R,5S,6R)-6-((S)-1-[1,3]dithian-2-yl-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl-methoxy]-diphenylsilane

Guidance literature:: Multi-step reaction with 7 steps

1: 95 percent / TBAF; AcOH / tetrahydrofuran / 21 h / 20 °C

2: H₂ / Pd(OH)2/C / methanol / 3 h / 20 °C / 760.05 Torr

3: NaIO₄ / methanol; H₂O / 2 h

4: 883 mg / BF₃*Et₂O / CH₂Cl₂ / 3.5 h / 0 °C

5: 95 percent / NaBH₄ / H₂O; tetrahydrofuran / 2 h

6: 88 percent / imidazole / tetrahydrofuran / 2 h

7: 96 percent / PPTS / CH₂Cl₂ / 2 h

With 1H-imidazole; sodium tetrahydroborate; sodium periodate; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; hydrogen; pyridinium p-toluenesulfonate; acetic acid; palladium dihydroxide; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1021/ja011452u