{(S)-4-Benzyloxy-1-[(2R,5R)-5-((S)-1-methoxymethoxy-1,5-dimethyl-hex-4-enyl)-2-methyl-tetrahydro-furan-2-yl]-butoxy}-tert-butyl-dimethyl-silane

Base Information

Chemical Name:{(S)-4-Benzyloxy-1-[(2R,5R)-5-((S)-1-methoxymethoxy-1,5-dimethyl-hex-4-enyl)-2-methyl-tetrahydro-furan-2-yl]-butoxy}-tert-butyl-dimethyl-silane
CAS No.:121400-96-2
Molecular Formula:C₃₂H₅₆O₅Si
Molecular Weight:548.879
Hs Code.:

Synonyms:{(S)-4-Benzyloxy-1-[(2R,5R)-5-((S)-1-methoxymethoxy-1,5-dimethyl-hex-4-enyl)-2-methyl-tetrahydro-furan-2-yl]-butoxy}-tert-butyl-dimethyl-silane

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Chemical Property of {(S)-4-Benzyloxy-1-[(2R,5R)-5-((S)-1-methoxymethoxy-1,5-dimethyl-hex-4-enyl)-2-methyl-tetrahydro-furan-2-yl]-butoxy}-tert-butyl-dimethyl-silane

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Technology Process of {(S)-4-Benzyloxy-1-[(2R,5R)-5-((S)-1-methoxymethoxy-1,5-dimethyl-hex-4-enyl)-2-methyl-tetrahydro-furan-2-yl]-butoxy}-tert-butyl-dimethyl-silane

There total 1 articles about {(S)-4-Benzyloxy-1-[(2R,5R)-5-((S)-1-methoxymethoxy-1,5-dimethyl-hex-4-enyl)-2-methyl-tetrahydro-furan-2-yl]-butoxy}-tert-butyl-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: 94.0%

: Dimethyl(t-butyl)silyl trifluoromethanesulphonate

: 116216-79-6
(S)-4-Benzyloxy-1-[(2R,5R)-5-((S)-1-methoxymethoxy-1,5-dimethyl-hex-4-enyl)-2-methyl-tetrahydro-furan-2-yl]-butan-1-ol

: 121400-96-2
{(S)-4-Benzyloxy-1-[(2R,5R)-5-((S)-1-methoxymethoxy-1,5-dimethyl-hex-4-enyl)-2-methyl-tetrahydro-furan-2-yl]-butoxy}-tert-butyl-dimethyl-silane

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at 0 ℃; for 0.166667h;
DOI:10.1021/jo00007a013

Reference yield:

: 121400-96-2
{(S)-4-Benzyloxy-1-[(2R,5R)-5-((S)-1-methoxymethoxy-1,5-dimethyl-hex-4-enyl)-2-methyl-tetrahydro-furan-2-yl]-butoxy}-tert-butyl-dimethyl-silane

: 121400-93-9
(2R,5R)-2-<(E)-(S)-1-<(tert-butyldimethylsilyl)oxy>-5-methyl-6-(phenylthio)hex-4-enyl>tetrahydro-5-<(S)-1-(methoxymethoxy)-1,5-dimethylhex-4-enyl>-2-methylfuran

Guidance literature:: Multi-step reaction with 6 steps

1: 89 percent / Li, liquid NH₃ / tetrahydrofuran / 1 h / -78 °C

2: 1) COCl₂, DMSO, 2) Et₃N / 1) CH₂Cl₂, -10 deg C, 30 min, 2) -10 deg C, 1 h

3: 92 percent / CH₂Cl₂ / 2 h / Heating

4: 94 percent / DIBAH / hexane / 0.08 h / -78 °C

5: 94 percent / PPh₃, CCl₄ / benzene / 10 h / Heating

6: 87 percent / dimethylformamide / 1 h / 0 °C

With tetrachloromethane; ammonia; lithium; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; triphenylphosphine; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1021/jo00007a013

Reference yield:

: 121400-96-2
{(S)-4-Benzyloxy-1-[(2R,5R)-5-((S)-1-methoxymethoxy-1,5-dimethyl-hex-4-enyl)-2-methyl-tetrahydro-furan-2-yl]-butoxy}-tert-butyl-dimethyl-silane

: 96304-92-6
teurilene

Guidance literature:: Multi-step reaction with 15 steps

1: 89 percent / Li, liquid NH₃ / tetrahydrofuran / 1 h / -78 °C

2: 1) COCl₂, DMSO, 2) Et₃N / 1) CH₂Cl₂, -10 deg C, 30 min, 2) -10 deg C, 1 h

3: 92 percent / CH₂Cl₂ / 2 h / Heating

4: 94 percent / DIBAH / hexane / 0.08 h / -78 °C

5: 94 percent / PPh₃, CCl₄ / benzene / 10 h / Heating

6: 87 percent / dimethylformamide / 1 h / 0 °C

7: 1) BuLi, TMEDA, 2) metallic Na / 1) THF, hexane, 0 deg C, 30 min, 2) THF, 2-propanol, 2 h, reflux

8: 100 percent / i-Pr₂NEt / CH₂Cl₂ / 12 h / Heating

9: 74 percent / TBAF / tetrahydrofuran / 4 h / Heating

10: TBHP / VO(acac)2 / benzene; CH₂Cl₂ / 5 h / 50 °C

11: AcOH / diethyl ether / 0.5 h / Ambient temperature

12: 98 percent / 12 M aq. HCl / methanol / 12 h / Ambient temperature

13: Et₃N / CH₂Cl₂ / 2 h / -40 °C

14: K₂CO₃ / methanol / 0.5 h / Ambient temperature

15: 2 M aq. HCl / CHCl₃ / 1 h / Ambient temperature

With hydrogenchloride; tert.-butylhydroperoxide; tetrachloromethane; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; tetrabutyl ammonium fluoride; ammonia; sodium; lithium; diisobutylaluminium hydride; potassium carbonate; acetic acid; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; bis(acetylacetonate)oxovanadium; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; chloroform; N,N-dimethyl-formamide; benzene;
DOI:10.1021/jo00007a013