tert-Butyl-{(S)-1-[(R)-3-(4-methoxy-benzyloxy)-2-methyl-propyl]-but-3-enyloxy}-dimethyl-silane

Base Information

Chemical Name:tert-Butyl-{(S)-1-[(R)-3-(4-methoxy-benzyloxy)-2-methyl-propyl]-but-3-enyloxy}-dimethyl-silane
CAS No.:856410-60-1
Molecular Formula:C₂₂H₃₈O₃Si
Molecular Weight:378.627
Hs Code.:

Synonyms:tert-Butyl-{(S)-1-[(R)-3-(4-methoxy-benzyloxy)-2-methyl-propyl]-but-3-enyloxy}-dimethyl-silane

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of tert-Butyl-{(S)-1-[(R)-3-(4-methoxy-benzyloxy)-2-methyl-propyl]-but-3-enyloxy}-dimethyl-silane

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Technology Process of tert-Butyl-{(S)-1-[(R)-3-(4-methoxy-benzyloxy)-2-methyl-propyl]-but-3-enyloxy}-dimethyl-silane

There total 1 articles about tert-Butyl-{(S)-1-[(R)-3-(4-methoxy-benzyloxy)-2-methyl-propyl]-but-3-enyloxy}-dimethyl-silane 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: 97.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 259198-98-6
(4S,6R)-7-(p-methoxybenzyloxy)-6-methylhept-1-en-4-ol

: 856410-60-1
tert-Butyl-{(S)-1-[(R)-3-(4-methoxy-benzyloxy)-2-methyl-propyl]-but-3-enyloxy}-dimethyl-silane

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃;
DOI:10.1002/anie.200500029

Reference yield: 75.0%

: 856410-60-1
tert-Butyl-{(S)-1-[(R)-3-(4-methoxy-benzyloxy)-2-methyl-propyl]-but-3-enyloxy}-dimethyl-silane

: 132716-05-3
(E)-4-benzoyloxy-1-iodo-1-butene

: 856410-43-0
Benzoic acid (E)-(7R,9R)-7-(tert-butyl-dimethyl-silanyloxy)-5-hydroxy-10-(4-methoxy-benzyloxy)-9-methyl-dec-3-enyl ester

Guidance literature:: tert-Butyl-{(S)-1-[(R)-3-(4-methoxy-benzyloxy)-2-methyl-propyl]-but-3-enyloxy}-dimethyl-silane; With osmium(VIII) oxide; N-methyl-2-indolinone; In tetrahydrofuran; water; at 20 ℃;

With sodium periodate; In tetrahydrofuran; water;

(E)-4-benzoyloxy-1-iodo-1-butene; chromium dichloride; nickel dichloride; In dimethyl sulfoxide; at 20 ℃;
DOI:10.1002/anie.200500029

Reference yield:

: 856410-60-1
tert-Butyl-{(S)-1-[(R)-3-(4-methoxy-benzyloxy)-2-methyl-propyl]-but-3-enyloxy}-dimethyl-silane

: 856410-64-5
(2S,6R)-6-(3,3-Dibromo-allyl)-2-[(R)-3-(4-methoxy-benzyloxy)-2-methyl-propyl]-3,6-dihydro-2H-pyran

Guidance literature:: Multi-step reaction with 8 steps

1.1: OsO₄; NMO / tetrahydrofuran; H₂O / 20 °C

1.2: NaIO₄ / tetrahydrofuran; H₂O

1.3: 75 percent / NiCl₂; CrCl₂ / dimethylsulfoxide / 20 °C

2.1: 91 percent / Dess-Martin periodinane

3.1: 99 percent / BH₃*THF; (S)-Corey-Bakshi-Shibata oxazaborolidine reagent / tetrahydrofuran / -40 °C

4.1: 85 percent / TBAF / tetrahydrofuran / 20 °C

5.1: PdCl₂(CH₃CN)2 / tetrahydrofuran / 1 h / -5 °C

5.2: 60 percent / benzoquinone / tetrahydrofuran / 48 h / 20 °C

6.1: 92 percent / K₂CO₃ / methanol / 20 °C

7.1: 91 percent / Dess-Martin periodinane

8.1: 94 percent / PPh₃ / CH₂Cl₂ / 0 °C

With osmium(VIII) oxide; N-methyl-2-indolinone; borane-THF; (S)-Corey-Bakshi-Shibata oxazaborolidine reagent; tetrabutyl ammonium fluoride; potassium carbonate; Dess-Martin periodane; triphenylphosphine; dichloro bis(acetonitrile) palladium(II); In tetrahydrofuran; methanol; dichloromethane; water; 2.1: Dess-Martin oxidation / 7.1: Dess-Martin oxidation;
DOI:10.1002/anie.200500029