2-Benzyloxy-1-[(2R,3S)-3-(tert-butyl-diphenyl-silanyloxymethyl)-oxiranyl]-ethanone

Base Information

Chemical Name:2-Benzyloxy-1-[(2R,3S)-3-(tert-butyl-diphenyl-silanyloxymethyl)-oxiranyl]-ethanone
CAS No.:188048-30-8
Molecular Formula:C₂₈H₃₂O₄Si
Molecular Weight:460.645
Hs Code.:

Synonyms:2-Benzyloxy-1-[(2R,3S)-3-(tert-butyl-diphenyl-silanyloxymethyl)-oxiranyl]-ethanone

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Chemical Property of 2-Benzyloxy-1-[(2R,3S)-3-(tert-butyl-diphenyl-silanyloxymethyl)-oxiranyl]-ethanone

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Technology Process of 2-Benzyloxy-1-[(2R,3S)-3-(tert-butyl-diphenyl-silanyloxymethyl)-oxiranyl]-ethanone

There total 6 articles about 2-Benzyloxy-1-[(2R,3S)-3-(tert-butyl-diphenyl-silanyloxymethyl)-oxiranyl]-ethanone 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: 81.0%

: 188048-29-5
[(2S,3S)-3-(1-Benzyloxymethyl-vinyl)-oxiranylmethoxy]-tert-butyl-diphenyl-silane

: 188048-30-8
2-Benzyloxy-1-[(2R,3S)-3-(tert-butyl-diphenyl-silanyloxymethyl)-oxiranyl]-ethanone

Guidance literature:: With ozone; triphenylphosphine; In dichloromethane; -78 deg C, 2 h, RT, 12 h;
DOI:10.1055/s-1997-732

Reference yield:

: 79629-41-7
(((2-bromoallyl)oxy)methyl)benzene

: 188048-30-8
2-Benzyloxy-1-[(2R,3S)-3-(tert-butyl-diphenyl-silanyloxymethyl)-oxiranyl]-ethanone

Guidance literature:: Multi-step reaction with 5 steps

1: 57 percent / Pd(OAc)2, LiCl, Bu₄NCl, K₂CO₃ / dimethylformamide / 2 h / 90 °C

2: 65 percent / DIBAL / CH₂Cl₂ / 1 h / -78 °C

3: 89 percent / Ti(OiPr)4, L-(+)-diisopropyltartrate, t-BuOOH, molecular sieves 4 Angstroem / CH₂Cl₂ / -25 deg C, 15 min; -20 deg C, 4 h

4: 90 percent / imidazole / tetrahydrofuran / 0 deg C, 3 h, RT, 12 h

5: 81 percent / O₃, PPh₃ / CH₂Cl₂ / -78 deg C, 2 h, RT, 12 h

With 1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; palladium diacetate; L-(+)-diisopropyl tartrate; 4 A molecular sieve; tetrabutyl-ammonium chloride; diisobutylaluminium hydride; potassium carbonate; ozone; triphenylphosphine; lithium chloride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1055/s-1997-732

Reference yield:

: 931407-65-7
4-(benzyloxymethyl)penta-2,4-dien-1-ol

: 188048-30-8
2-Benzyloxy-1-[(2R,3S)-3-(tert-butyl-diphenyl-silanyloxymethyl)-oxiranyl]-ethanone

Guidance literature:: Multi-step reaction with 3 steps

1: 89 percent / Ti(OiPr)4, L-(+)-diisopropyltartrate, t-BuOOH, molecular sieves 4 Angstroem / CH₂Cl₂ / -25 deg C, 15 min; -20 deg C, 4 h

2: 90 percent / imidazole / tetrahydrofuran / 0 deg C, 3 h, RT, 12 h

3: 81 percent / O₃, PPh₃ / CH₂Cl₂ / -78 deg C, 2 h, RT, 12 h

With 1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; L-(+)-diisopropyl tartrate; 4 A molecular sieve; ozone; triphenylphosphine; In tetrahydrofuran; dichloromethane;
DOI:10.1055/s-1997-732