(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

Base Information

Chemical Name:(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
CAS No.:213385-44-5
Molecular Formula:C₄₁H₇₆O₆Si₂
Molecular Weight:721.222
Hs Code.:

(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

Synonyms:(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

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Chemical Property of (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

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Technology Process of (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

There total 11 articles about (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 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: 98.0%

: 213385-43-4
(E)-(R)-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-one

: 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

Guidance literature:: With dimethylsulfide borane complex; Corey's proline-derived oxazaborolidine; In tetrahydrofuran; at 0 ℃; for 0.666667h;
DOI:10.1016/S0040-4039(98)01191-5

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 7 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

With 2,6-dimethylpyridine; barium dihydroxide; tin(II) trifluoromethanesulfonate; dimethylsulfide borane complex; Corey's proline-derived oxazaborolidine; hydrogen; 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

: 213385-44-5
(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

Guidance literature:: Multi-step reaction with 3 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

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