{(2S,3S)-3-[(2S,3S)-6-(tert-Butyl-diphenyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2-methyl-hexyl]-2-methyl-oxiranyl}-methanol

Base Information

Chemical Name:{(2S,3S)-3-[(2S,3S)-6-(tert-Butyl-diphenyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2-methyl-hexyl]-2-methyl-oxiranyl}-methanol
CAS No.:908865-97-4
Molecular Formula:C₃₅H₄₈O₅Si
Molecular Weight:576.849
Hs Code.:

Synonyms:{(2S,3S)-3-[(2S,3S)-6-(tert-Butyl-diphenyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2-methyl-hexyl]-2-methyl-oxiranyl}-methanol

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Chemical Property of {(2S,3S)-3-[(2S,3S)-6-(tert-Butyl-diphenyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2-methyl-hexyl]-2-methyl-oxiranyl}-methanol

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Technology Process of {(2S,3S)-3-[(2S,3S)-6-(tert-Butyl-diphenyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2-methyl-hexyl]-2-methyl-oxiranyl}-methanol

There total 10 articles about {(2S,3S)-3-[(2S,3S)-6-(tert-Butyl-diphenyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2-methyl-hexyl]-2-methyl-oxiranyl}-methanol 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: 88.0%

: 908865-95-2
(E)-(5S,6S)-9-(tert-Butyl-diphenyl-silanyloxy)-6-(4-methoxy-benzyloxy)-2,5-dimethyl-non-2-en-1-ol

: 908865-97-4
{(2S,3S)-3-[(2S,3S)-6-(tert-Butyl-diphenyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2-methyl-hexyl]-2-methyl-oxiranyl}-methanol

Guidance literature:: With tert.-butylhydroperoxide; 4 Angstroem MS; (+)-Weinsaeure-diethylester; titanium(IV) isopropylate; In deuteromethanol; at -40 ℃; for 1.16667h;
DOI:10.1021/ja062524q

Reference yield:

: 908865-90-7
(2S,3S)-6-(tert-Butyl-diphenyl-silanyloxy)-2-methyl-hexane-1,3-diol

: 908865-97-4
{(2S,3S)-3-[(2S,3S)-6-(tert-Butyl-diphenyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2-methyl-hexyl]-2-methyl-oxiranyl}-methanol

Guidance literature:: Multi-step reaction with 8 steps

1: CSA / CH₂Cl₂ / 1 h / 20 °C

2: 5.99 g / DIBALH / CH₂Cl₂; hexane / 1 h / -78 - -40 °C

3: Et₃N / CH₂Cl₂ / 1 h / 20 °C

4: 675.3 mg / dimethylsulfoxide / 2.5 h / 60 °C

5: 90 percent / DIBALH / CH₂Cl₂; hexane / 0.5 h / -78 °C

6: 97 percent / toluene / 0.5 h / 100 °C

7: 100 percent / DIBALH / CH₂Cl₂; hexane / 0.5 h / -78 °C

8: 88 percent / (+)-DET; Ti(O-i-Pr)4; t-BuOOH / molecular sieves 4 Angstroem / CH₂Cl₂; decane / 1.17 h / -40 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; diethyl (2R,3R)-tartrate; camphor-10-sulfonic acid; diisobutylaluminium hydride; triethylamine; 4 A molecular sieve; In decane; hexane; dichloromethane; dimethyl sulfoxide; toluene; 6: Wittig reaction / 8: Sharpless epoxidation;
DOI:10.1021/ja066772y

Reference yield:

: tert-Butyl-{3-[(4S,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-propoxy}-diphenyl-silane

: 908865-97-4
{(2S,3S)-3-[(2S,3S)-6-(tert-Butyl-diphenyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2-methyl-hexyl]-2-methyl-oxiranyl}-methanol

Guidance literature:: Multi-step reaction with 7 steps

1: 5.99 g / DIBALH / CH₂Cl₂; hexane / 1 h / -78 - -40 °C

2: Et₃N / CH₂Cl₂ / 1 h / 20 °C

3: 675.3 mg / dimethylsulfoxide / 2.5 h / 60 °C

4: 90 percent / DIBALH / CH₂Cl₂; hexane / 0.5 h / -78 °C

5: 97 percent / toluene / 0.5 h / 100 °C

6: 100 percent / DIBALH / CH₂Cl₂; hexane / 0.5 h / -78 °C

7: 88 percent / (+)-DET; Ti(O-i-Pr)4; t-BuOOH / molecular sieves 4 Angstroem / CH₂Cl₂; decane / 1.17 h / -40 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; diethyl (2R,3R)-tartrate; diisobutylaluminium hydride; triethylamine; 4 A molecular sieve; In decane; hexane; dichloromethane; dimethyl sulfoxide; toluene; 5: Wittig reaction / 7: Sharpless epoxidation;
DOI:10.1021/ja066772y