(4S,5R,6S)-2,2-Di-tert-butyl-4-[(E)-(4R,6R)-4-methoxy-8-(4-methoxy-benzyloxy)-6-methyl-oct-2-enyl]-5-methyl-6-((S)-1-methyl-2-triisopropylsilanyloxy-ethyl)-[1,3,2]dioxasilinane

Base Information

Chemical Name:(4S,5R,6S)-2,2-Di-tert-butyl-4-[(E)-(4R,6R)-4-methoxy-8-(4-methoxy-benzyloxy)-6-methyl-oct-2-enyl]-5-methyl-6-((S)-1-methyl-2-triisopropylsilanyloxy-ethyl)-[1,3,2]dioxasilinane
CAS No.:213385-45-6
Molecular Formula:C₄₂H₇₈O₆Si₂
Molecular Weight:735.249
Hs Code.:

(4S,5R,6S)-2,2-Di-tert-butyl-4-[(E)-(4R,6R)-4-methoxy-8-(4-methoxy-benzyloxy)-6-methyl-oct-2-enyl]-5-methyl-6-((S)-1-methyl-2-triisopropylsilanyloxy-ethyl)-[1,3,2]dioxasilinane

Synonyms:(4S,5R,6S)-2,2-Di-tert-butyl-4-[(E)-(4R,6R)-4-methoxy-8-(4-methoxy-benzyloxy)-6-methyl-oct-2-enyl]-5-methyl-6-((S)-1-methyl-2-triisopropylsilanyloxy-ethyl)-[1,3,2]dioxasilinane

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Chemical Property of (4S,5R,6S)-2,2-Di-tert-butyl-4-[(E)-(4R,6R)-4-methoxy-8-(4-methoxy-benzyloxy)-6-methyl-oct-2-enyl]-5-methyl-6-((S)-1-methyl-2-triisopropylsilanyloxy-ethyl)-[1,3,2]dioxasilinane

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Technology Process of (4S,5R,6S)-2,2-Di-tert-butyl-4-[(E)-(4R,6R)-4-methoxy-8-(4-methoxy-benzyloxy)-6-methyl-oct-2-enyl]-5-methyl-6-((S)-1-methyl-2-triisopropylsilanyloxy-ethyl)-[1,3,2]dioxasilinane

There total 12 articles about (4S,5R,6S)-2,2-Di-tert-butyl-4-[(E)-(4R,6R)-4-methoxy-8-(4-methoxy-benzyloxy)-6-methyl-oct-2-enyl]-5-methyl-6-((S)-1-methyl-2-triisopropylsilanyloxy-ethyl)-[1,3,2]dioxasilinane 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: 100.0%

: 213385-44-5
(E)-(4R,6R)-1-[(4S,5R,6S)-2,2-Di-tert-butyl-5-methyl-6-((S)-1-methyl-2-triisopropylsilanyloxy-ethyl)-[1,3,2]dioxasilinan-4-yl]-8-(4-methoxy-benzyloxy)-6-methyl-oct-2-en-4-ol

: 74-88-4
methyl iodide

: 213385-45-6
(4S,5R,6S)-2,2-Di-tert-butyl-4-[(E)-(4R,6R)-4-methoxy-8-(4-methoxy-benzyloxy)-6-methyl-oct-2-enyl]-5-methyl-6-((S)-1-methyl-2-triisopropylsilanyloxy-ethyl)-[1,3,2]dioxasilinane

Guidance literature:: With sodium hydride; In tetrahydrofuran; at 0 - 20 ℃; for 15h;
DOI:10.1016/S0040-4039(98)01191-5

Reference yield:

: 158783-76-7
(S)-2-methyl-1-(triisopropylsilyloxy)pentan-3-one

: 213385-45-6
(4S,5R,6S)-2,2-Di-tert-butyl-4-[(E)-(4R,6R)-4-methoxy-8-(4-methoxy-benzyloxy)-6-methyl-oct-2-enyl]-5-methyl-6-((S)-1-methyl-2-triisopropylsilanyloxy-ethyl)-[1,3,2]dioxasilinane

Guidance literature:: Multi-step reaction with 8 steps

1: 88 percent / Sn(OTf)2, Et₃N / CH₂Cl₂ / 2 h / -78 °C

2: Me₄NBH(OAc)3, AcOH / acetonitrile / 48 h / 20 °C

3: 2,6-lutidine / CH₂Cl₂ / 12 h / 20 °C

4: H₂ / Pd/C / ethyl acetate / 11 h / 20 °C

5: Dess-Martin periodinane / Pd/C / CH₂Cl₂ / 1.17 h / 20 °C

6: 94 percent / Ba(OH)2 / tetrahydrofuran; H₂O / 2.5 h / 20 °C

7: 98 percent / Corey's proline-derived oxazaborolidine, BH₃*Me₂S / tetrahydrofuran / 0.67 h / 0 °C

8: 100 percent / NaH / tetrahydrofuran / 15 h / 0 - 20 °C

With 2,6-dimethylpyridine; barium dihydroxide; tin(II) trifluoromethanesulfonate; dimethylsulfide borane complex; Corey's proline-derived oxazaborolidine; hydrogen; sodium hydride; Dess-Martin periodane; acetic acid; triethylamine; tetramethylammonium triacetoxyborohydride; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; water; ethyl acetate; acetonitrile;
DOI:10.1016/S0040-4039(98)01191-5

Reference yield:

: 2-[(4S,5R,6S)-2,2-Di-tert-butyl-5-methyl-6-((S)-1-methyl-2-triisopropylsilanyloxy-ethyl)-[1,3,2]dioxasilinan-4-yl]-ethanol

: 213385-45-6
(4S,5R,6S)-2,2-Di-tert-butyl-4-[(E)-(4R,6R)-4-methoxy-8-(4-methoxy-benzyloxy)-6-methyl-oct-2-enyl]-5-methyl-6-((S)-1-methyl-2-triisopropylsilanyloxy-ethyl)-[1,3,2]dioxasilinane

Guidance literature:: Multi-step reaction with 4 steps

1: Dess-Martin periodinane / Pd/C / CH₂Cl₂ / 1.17 h / 20 °C

2: 94 percent / Ba(OH)2 / tetrahydrofuran; H₂O / 2.5 h / 20 °C

3: 98 percent / Corey's proline-derived oxazaborolidine, BH₃*Me₂S / tetrahydrofuran / 0.67 h / 0 °C

4: 100 percent / NaH / tetrahydrofuran / 15 h / 0 - 20 °C

With barium dihydroxide; dimethylsulfide borane complex; Corey's proline-derived oxazaborolidine; sodium hydride; Dess-Martin periodane; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; water;
DOI:10.1016/S0040-4039(98)01191-5