(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

Base Information

Chemical Name:(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
CAS No.:213385-43-4
Molecular Formula:C₄₁H₇₄O₆Si₂
Molecular Weight:719.206
Hs Code.:

(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

Synonyms:(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

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Chemical Property of (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

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Technology Process of (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

There total 9 articles about (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 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: 94.0%

: 213385-41-2
[(R)-6-(4-Methoxy-benzyloxy)-4-methyl-2-oxo-hexyl]-phosphonic acid dimethyl ester

: 213385-40-1
[(4S,5R,6S)-2,2-Di-tert-butyl-5-methyl-6-((S)-1-methyl-2-triisopropylsilanyloxy-ethyl)-[1,3,2]dioxasilinan-4-yl]-acetaldehyde

: 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

Guidance literature:: With barium dihydroxide; In tetrahydrofuran; water; at 20 ℃; for 2.5h;
DOI:10.1016/S0040-4039(98)01191-5

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 6 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

With 2,6-dimethylpyridine; barium dihydroxide; tin(II) trifluoromethanesulfonate; 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

: 213385-43-4
(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

Guidance literature:: Multi-step reaction with 2 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

With barium dihydroxide; Dess-Martin periodane; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; water;
DOI:10.1016/S0040-4039(98)01191-5