(1R,2S)-1-[(2R,3R)-3-(2-Benzyloxy-ethyl)-2-methyl-oxiranyl]-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-propan-1-ol

Base Information

Chemical Name:(1R,2S)-1-[(2R,3R)-3-(2-Benzyloxy-ethyl)-2-methyl-oxiranyl]-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-propan-1-ol
CAS No.:634204-39-0
Molecular Formula:C₃₂H₄₂O₄Si
Molecular Weight:518.769
Hs Code.:

Synonyms:(1R,2S)-1-[(2R,3R)-3-(2-Benzyloxy-ethyl)-2-methyl-oxiranyl]-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-propan-1-ol

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Chemical Property of (1R,2S)-1-[(2R,3R)-3-(2-Benzyloxy-ethyl)-2-methyl-oxiranyl]-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-propan-1-ol

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Technology Process of (1R,2S)-1-[(2R,3R)-3-(2-Benzyloxy-ethyl)-2-methyl-oxiranyl]-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-propan-1-ol

There total 7 articles about (1R,2S)-1-[(2R,3R)-3-(2-Benzyloxy-ethyl)-2-methyl-oxiranyl]-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-propan-1-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:

: 634204-38-9
(E)-(2S,3R)-7-Benzyloxy-1-(tert-butyl-diphenyl-silanyloxy)-2,4-dimethyl-hept-4-en-3-ol

: (1R,2S)-1-[(2S,3S)-3-(2-Benzyloxy-ethyl)-2-methyl-oxiranyl]-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-propan-1-ol

: 634204-39-0
(1R,2S)-1-[(2R,3R)-3-(2-Benzyloxy-ethyl)-2-methyl-oxiranyl]-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-propan-1-ol

Guidance literature:: With titanium(IV) isopropylate; tert.-butylhydroperoxide; (-)-diisopropyl tartrate; 4 A molecular sieve; In dichloromethane; toluene; at -20 ℃; for 3h;
DOI:10.1016/j.tet.2003.08.056

Reference yield:

: 4799-68-2
3-benzyloxypropan-1-ol

: 634204-39-0
(1R,2S)-1-[(2R,3R)-3-(2-Benzyloxy-ethyl)-2-methyl-oxiranyl]-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-propan-1-ol

Guidance literature:: Multi-step reaction with 7 steps

1.1: DIBAL-H

2.1: titanium(IV) chloride; diisopropylethylamine / CH₂Cl₂ / 0.33 h / 0 °C

2.2: 78 percent / CH₂Cl₂ / -78 - 0 °C

3.1: sodium borohydride / ethanol / 0.25 h / 0 °C

4.1: 6.68 g / triethylamine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 4 h / 0 - 20 °C

5.1: titanium tetraisopropoxide; (-)-diisopropyl tartrate; tert-butyl hydroperoxide / molecular sieves 4 Angstroem / CH₂Cl₂; toluene / 3 h / -20 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; dmap; sodium tetrahydroborate; (-)-diisopropyl tartrate; titanium tetrachloride; diisobutylaluminium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; 4 A molecular sieve; In ethanol; dichloromethane; toluene; 4.2: aldol reaction / 7.1: Sharpless asymmetric epoxidation;
DOI:10.1016/j.tet.2003.08.056

Reference yield:

: 19790-60-4
3-Benzyloxypropanal

: 634204-39-0
(1R,2S)-1-[(2R,3R)-3-(2-Benzyloxy-ethyl)-2-methyl-oxiranyl]-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-propan-1-ol

Guidance literature:: Multi-step reaction with 6 steps

1.1: DIBAL-H

2.1: titanium(IV) chloride; diisopropylethylamine / CH₂Cl₂ / 0.33 h / 0 °C

2.2: 78 percent / CH₂Cl₂ / -78 - 0 °C

3.1: sodium borohydride / ethanol / 0.25 h / 0 °C

4.1: 6.68 g / triethylamine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 4 h / 0 - 20 °C

5.1: titanium tetraisopropoxide; (-)-diisopropyl tartrate; tert-butyl hydroperoxide / molecular sieves 4 Angstroem / CH₂Cl₂; toluene / 3 h / -20 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; dmap; sodium tetrahydroborate; (-)-diisopropyl tartrate; titanium tetrachloride; diisobutylaluminium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; 4 A molecular sieve; In ethanol; dichloromethane; toluene; 3.2: aldol reaction / 6.1: Sharpless asymmetric epoxidation;
DOI:10.1016/j.tet.2003.08.056