(2R,3R)-3-{2-[(2S,3S)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-3-methyl-oxiranyl]-ethyl}-3-methyl-oxirane-2-carbaldehyde

Base Information

Chemical Name:(2R,3R)-3-{2-[(2S,3S)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-3-methyl-oxiranyl]-ethyl}-3-methyl-oxirane-2-carbaldehyde
CAS No.:179949-36-1
Molecular Formula:C₂₆H₃₄O₄Si
Molecular Weight:438.639
Hs Code.:

Synonyms:(2R,3R)-3-{2-[(2S,3S)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-3-methyl-oxiranyl]-ethyl}-3-methyl-oxirane-2-carbaldehyde

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Chemical Property of (2R,3R)-3-{2-[(2S,3S)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-3-methyl-oxiranyl]-ethyl}-3-methyl-oxirane-2-carbaldehyde

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Technology Process of (2R,3R)-3-{2-[(2S,3S)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-3-methyl-oxiranyl]-ethyl}-3-methyl-oxirane-2-carbaldehyde

There total 7 articles about (2R,3R)-3-{2-[(2S,3S)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-3-methyl-oxiranyl]-ethyl}-3-methyl-oxirane-2-carbaldehyde 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: 76.0%

: 180063-01-8
((2S,3R)-3-{2-[(2S,3S)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-3-methyl-oxiranyl]-ethyl}-3-methyl-oxiranyl)-methanol

: 179949-36-1
(2R,3R)-3-{2-[(2S,3S)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-3-methyl-oxiranyl]-ethyl}-3-methyl-oxirane-2-carbaldehyde

Guidance literature:: With sulfur trioxide pyridine complex; triethylamine; In dichloromethane; dimethyl sulfoxide; for 1h; Ambient temperature;
DOI:10.1016/0040-4020(96)00453-X

Reference yield:

: 106-25-2
Nerol

: 179949-36-1
(2R,3R)-3-{2-[(2S,3S)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-3-methyl-oxiranyl]-ethyl}-3-methyl-oxirane-2-carbaldehyde

Guidance literature:: Multi-step reaction with 7 steps

1: 100 percent / pyridine / CH₂Cl₂ / 0.67 h

2: 1.) SeO₂, tert-butylhydroperoxide, 2.) NaBH₄ / 1.) CH₂Cl₂, 3 h, 2.) CH₂Cl₂, EtOH, -35 deg C, 1.5 h

3: 87 percent / titanium tetraisopropoxide, (+)-diethyl tartrate, tert-butylhydroperoxide, 4 A molecular sieves / CH₂Cl₂ / 0.5 h / -20 °C

4: imidazole / dimethylformamide / 13 h / Ambient temperature

5: aq. K₂CO₃ / methanol / 2.5 h

6: 88 percent / titanium tetraisopropoxide, (+)-diethyl tartrate, tert-butylhydroperoxide, 4 A molecular sieves / CH₂Cl₂ / 0.5 h / -22 °C

7: 76 percent / Et₃N, pyridinium*SO₃ / dimethylsulfoxide; CH₂Cl₂ / 1 h / Ambient temperature

With pyridine; 1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium tetrahydroborate; selenium(IV) oxide; 4 A molecular sieve; sulfur trioxide pyridine complex; potassium carbonate; (+)-Weinsaeure-diethylester; triethylamine; In methanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1016/0040-4020(96)00453-X

Reference yield:

: 141-12-8,8022-83-1
neryl acetate

: 179949-36-1
(2R,3R)-3-{2-[(2S,3S)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-3-methyl-oxiranyl]-ethyl}-3-methyl-oxirane-2-carbaldehyde

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) SeO₂, tert-butylhydroperoxide, 2.) NaBH₄ / 1.) CH₂Cl₂, 3 h, 2.) CH₂Cl₂, EtOH, -35 deg C, 1.5 h

2: 87 percent / titanium tetraisopropoxide, (+)-diethyl tartrate, tert-butylhydroperoxide, 4 A molecular sieves / CH₂Cl₂ / 0.5 h / -20 °C

3: imidazole / dimethylformamide / 13 h / Ambient temperature

4: aq. K₂CO₃ / methanol / 2.5 h

5: 88 percent / titanium tetraisopropoxide, (+)-diethyl tartrate, tert-butylhydroperoxide, 4 A molecular sieves / CH₂Cl₂ / 0.5 h / -22 °C

6: 76 percent / Et₃N, pyridinium*SO₃ / dimethylsulfoxide; CH₂Cl₂ / 1 h / Ambient temperature

With 1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium tetrahydroborate; selenium(IV) oxide; 4 A molecular sieve; sulfur trioxide pyridine complex; potassium carbonate; (+)-Weinsaeure-diethylester; triethylamine; In methanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1016/0040-4020(96)00453-X