(1S,2S,4S,5R,6S)-4-{[tert-butyl(dimethyl)silyl]oxy}-6-{(2Z)-3-[dimethyl(phenyl)silyl]-2-(trimethylstannanyl)prop-2-en-1-yl}-7,7-bis-(hydroxymethyl)-2-(methoxymethoxy)-4-methylbicyclo[3.2.0]heptan-6-ol

Base Information

Chemical Name:(1S,2S,4S,5R,6S)-4-{[tert-butyl(dimethyl)silyl]oxy}-6-{(2Z)-3-[dimethyl(phenyl)silyl]-2-(trimethylstannanyl)prop-2-en-1-yl}-7,7-bis-(hydroxymethyl)-2-(methoxymethoxy)-4-methylbicyclo[3.2.0]heptan-6-ol
CAS No.:1586810-08-3
Molecular Formula:C₃₂H₅₈O₆Si₂Sn
Molecular Weight:713.69
Hs Code.:

(1S,2S,4S,5R,6S)-4-{[tert-butyl(dimethyl)silyl]oxy}-6-{(2Z)-3-[dimethyl(phenyl)silyl]-2-(trimethylstannanyl)prop-2-en-1-yl}-7,7-bis-(hydroxymethyl)-2-(methoxymethoxy)-4-methylbicyclo[3.2.0]heptan-6-ol

Synonyms:(1S,2S,4S,5R,6S)-4-{[tert-butyl(dimethyl)silyl]oxy}-6-{(2Z)-3-[dimethyl(phenyl)silyl]-2-(trimethylstannanyl)prop-2-en-1-yl}-7,7-bis-(hydroxymethyl)-2-(methoxymethoxy)-4-methylbicyclo[3.2.0]heptan-6-ol

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Chemical Property of (1S,2S,4S,5R,6S)-4-{[tert-butyl(dimethyl)silyl]oxy}-6-{(2Z)-3-[dimethyl(phenyl)silyl]-2-(trimethylstannanyl)prop-2-en-1-yl}-7,7-bis-(hydroxymethyl)-2-(methoxymethoxy)-4-methylbicyclo[3.2.0]heptan-6-ol

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Technology Process of (1S,2S,4S,5R,6S)-4-{[tert-butyl(dimethyl)silyl]oxy}-6-{(2Z)-3-[dimethyl(phenyl)silyl]-2-(trimethylstannanyl)prop-2-en-1-yl}-7,7-bis-(hydroxymethyl)-2-(methoxymethoxy)-4-methylbicyclo[3.2.0]heptan-6-ol

There total 6 articles about (1S,2S,4S,5R,6S)-4-{[tert-butyl(dimethyl)silyl]oxy}-6-{(2Z)-3-[dimethyl(phenyl)silyl]-2-(trimethylstannanyl)prop-2-en-1-yl}-7,7-bis-(hydroxymethyl)-2-(methoxymethoxy)-4-methylbicyclo[3.2.0]heptan-6-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: 50.0%

: 1586810-20-9
C₂₁H₃₈O₆Si

: 94397-44-1
(dimethylphenylsilyl)trimethylstannane

: 1586810-08-3
(1S,2S,4S,5R,6S)-4-{[tert-butyl(dimethyl)silyl]oxy}-6-{(2Z)-3-[dimethyl(phenyl)silyl]-2-(trimethylstannanyl)prop-2-en-1-yl}-7,7-bis-(hydroxymethyl)-2-(methoxymethoxy)-4-methylbicyclo[3.2.0]heptan-6-ol

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 70 ℃; for 0.75h;
DOI:10.1002/ejoc.201300870

Reference yield:

: 1373502-48-7
C₃₁H₆₄O₅Si₃

: 1586810-08-3
(1S,2S,4S,5R,6S)-4-{[tert-butyl(dimethyl)silyl]oxy}-6-{(2Z)-3-[dimethyl(phenyl)silyl]-2-(trimethylstannanyl)prop-2-en-1-yl}-7,7-bis-(hydroxymethyl)-2-(methoxymethoxy)-4-methylbicyclo[3.2.0]heptan-6-ol

Guidance literature:: Multi-step reaction with 6 steps

1: pyridine; hydrogen fluoride / tetrahydrofuran / 0.5 h / 0 °C

2: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 5 h / 20 °C

3: pyridinium p-toluenesulfonate / acetone / 0 - 20 °C

4: dimethyl sulfoxide / 1 h / 50 °C

5: camphor-10-sulfonic acid / methanol / 1 h / 0 °C

6: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran / 0.75 h / 70 °C

With pyridine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; camphor-10-sulfonic acid; hydrogen fluoride; pyridinium p-toluenesulfonate; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; acetone;
DOI:10.1002/ejoc.201300870

Reference yield:

: {(1R,2S,4S,5S)-2-[(tert-butyldimethylsilyl)oxy]-4-(methoxymethoxy)-2-methyl-7-methylenebicyclo[3.2.0]heptane-6,6-diyl}dimethanol

: 1586810-08-3
(1S,2S,4S,5R,6S)-4-{[tert-butyl(dimethyl)silyl]oxy}-6-{(2Z)-3-[dimethyl(phenyl)silyl]-2-(trimethylstannanyl)prop-2-en-1-yl}-7,7-bis-(hydroxymethyl)-2-(methoxymethoxy)-4-methylbicyclo[3.2.0]heptan-6-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 5 h / 20 °C

2: pyridinium p-toluenesulfonate / acetone / 0 - 20 °C

3: dimethyl sulfoxide / 1 h / 50 °C

4: camphor-10-sulfonic acid / methanol / 1 h / 0 °C

5: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran / 0.75 h / 70 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; camphor-10-sulfonic acid; pyridinium p-toluenesulfonate; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; acetone;
DOI:10.1002/ejoc.201300870