(2R,3S,4S,6S)-4-Benzyloxy-6-(tert-butyl-diphenyl-silanyloxymethyl)-2-((2S,3S)-3-methyl-3-vinyl-oxiranylmethyl)-3-triethylsilanyloxy-tetrahydro-pyran

Base Information

Chemical Name:(2R,3S,4S,6S)-4-Benzyloxy-6-(tert-butyl-diphenyl-silanyloxymethyl)-2-((2S,3S)-3-methyl-3-vinyl-oxiranylmethyl)-3-triethylsilanyloxy-tetrahydro-pyran
CAS No.:155434-17-6
Molecular Formula:C₄₁H₅₈O₅Si₂
Molecular Weight:687.08
Hs Code.:

(2R,3S,4S,6S)-4-Benzyloxy-6-(tert-butyl-diphenyl-silanyloxymethyl)-2-((2S,3S)-3-methyl-3-vinyl-oxiranylmethyl)-3-triethylsilanyloxy-tetrahydro-pyran

Synonyms:(2R,3S,4S,6S)-4-Benzyloxy-6-(tert-butyl-diphenyl-silanyloxymethyl)-2-((2S,3S)-3-methyl-3-vinyl-oxiranylmethyl)-3-triethylsilanyloxy-tetrahydro-pyran

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Chemical Property of (2R,3S,4S,6S)-4-Benzyloxy-6-(tert-butyl-diphenyl-silanyloxymethyl)-2-((2S,3S)-3-methyl-3-vinyl-oxiranylmethyl)-3-triethylsilanyloxy-tetrahydro-pyran

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Technology Process of (2R,3S,4S,6S)-4-Benzyloxy-6-(tert-butyl-diphenyl-silanyloxymethyl)-2-((2S,3S)-3-methyl-3-vinyl-oxiranylmethyl)-3-triethylsilanyloxy-tetrahydro-pyran

There total 10 articles about (2R,3S,4S,6S)-4-Benzyloxy-6-(tert-butyl-diphenyl-silanyloxymethyl)-2-((2S,3S)-3-methyl-3-vinyl-oxiranylmethyl)-3-triethylsilanyloxy-tetrahydro-pyran 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%

: 1779-49-3
Methyltriphenylphosphonium bromide

: 161980-26-3
(2R,3S)-3-[(2R,3S,4S,6S)-4-Benzyloxy-6-(tert-butyl-diphenyl-silanyloxymethyl)-3-triethylsilanyloxy-tetrahydro-pyran-2-ylmethyl]-2-methyl-oxirane-2-carbaldehyde

: 155434-17-6
(2R,3S,4S,6S)-4-Benzyloxy-6-(tert-butyl-diphenyl-silanyloxymethyl)-2-((2S,3S)-3-methyl-3-vinyl-oxiranylmethyl)-3-triethylsilanyloxy-tetrahydro-pyran

Guidance literature:: With sodium hexamethyldisilazane; In tetrahydrofuran; at 0 ℃; for 1h;

Reference yield:

: 122821-83-4
2,6-Anhydro-4-O-benzyl-1-O-(tert-butyldiphenylsilyl)-3,7,8,9-tetradeoxy-D-altro-non-8-enitol

: 155434-17-6
(2R,3S,4S,6S)-4-Benzyloxy-6-(tert-butyl-diphenyl-silanyloxymethyl)-2-((2S,3S)-3-methyl-3-vinyl-oxiranylmethyl)-3-triethylsilanyloxy-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 7 steps

1: 100 percent / imidazole / dimethylformamide / 3.5 h / Ambient temperature

2: 1.) O₃; 2.) Ph₃P / 1.) CH₂Cl₂, -78 deg C; 2.) CH₂Cl₂, -78 deg C to RT

3: benzene / 12 h / 80 °C

4: 95 percent / 1.0 M di-isobutylaluminum hydride / CH₂Cl₂; hexane / 1 h / -78 °C

5: 93 percent / (+)-DET, Ti(O-iPr)2, 3.0 M t-BuOOH, 4 Angstroem molecular sieves / CH₂Cl₂; 2,2,4-trimethyl-pentane / 70 h / -20 °C

6: 100 percent / SO₃*py complex, Et₃N / dimethylsulfoxide; CH₂Cl₂ / 3 h / Ambient temperature

7: 94 percent / 1.0 M NaHMDS / tetrahydrofuran / 1 h / 0 °C

With 1H-imidazole; tert.-butylhydroperoxide; diisobutylaluminum hydride; pyridine-SO₃ complex; diethyl (2R,3R)-tartrate; titanium(II) diisopropoxide; 4 A molecular sieve; sodium hexamethyldisilazane; ozone; triethylamine; triphenylphosphine; In tetrahydrofuran; 2,2,4-trimethylpentane; hexane; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; benzene;

Reference yield:

: 155434-13-2
(2R,3S,4S,6S)-2-Allyl-4-benzyloxy-6-(tert-butyl-diphenyl-silanyloxymethyl)-3-triethylsilanyloxy-tetrahydro-pyran

: 155434-17-6
(2R,3S,4S,6S)-4-Benzyloxy-6-(tert-butyl-diphenyl-silanyloxymethyl)-2-((2S,3S)-3-methyl-3-vinyl-oxiranylmethyl)-3-triethylsilanyloxy-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) O₃; 2.) Ph₃P / 1.) CH₂Cl₂, -78 deg C; 2.) CH₂Cl₂, -78 deg C to RT

2: benzene / 12 h / 80 °C

3: 95 percent / 1.0 M di-isobutylaluminum hydride / CH₂Cl₂; hexane / 1 h / -78 °C

4: 93 percent / (+)-DET, Ti(O-iPr)2, 3.0 M t-BuOOH, 4 Angstroem molecular sieves / CH₂Cl₂; 2,2,4-trimethyl-pentane / 70 h / -20 °C

5: 100 percent / SO₃*py complex, Et₃N / dimethylsulfoxide; CH₂Cl₂ / 3 h / Ambient temperature

6: 94 percent / 1.0 M NaHMDS / tetrahydrofuran / 1 h / 0 °C

With tert.-butylhydroperoxide; diisobutylaluminum hydride; pyridine-SO₃ complex; diethyl (2R,3R)-tartrate; titanium(II) diisopropoxide; 4 A molecular sieve; sodium hexamethyldisilazane; ozone; triethylamine; triphenylphosphine; In tetrahydrofuran; 2,2,4-trimethylpentane; hexane; dichloromethane; dimethyl sulfoxide; benzene;