(2R,3S)-3-{(2R,3S,4S,6R)-4-Benzyloxy-6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-3-triethylsilanyloxy-tetrahydro-pyran-2-ylmethyl}-oxirane-2-carbaldehyde

Base Information

Chemical Name:(2R,3S)-3-{(2R,3S,4S,6R)-4-Benzyloxy-6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-3-triethylsilanyloxy-tetrahydro-pyran-2-ylmethyl}-oxirane-2-carbaldehyde
CAS No.:132408-49-2
Molecular Formula:C₄₁H₅₈O₆Si₂
Molecular Weight:703.079
Hs Code.:

(2R,3S)-3-{(2R,3S,4S,6R)-4-Benzyloxy-6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-3-triethylsilanyloxy-tetrahydro-pyran-2-ylmethyl}-oxirane-2-carbaldehyde

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Chemical Property of (2R,3S)-3-{(2R,3S,4S,6R)-4-Benzyloxy-6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-3-triethylsilanyloxy-tetrahydro-pyran-2-ylmethyl}-oxirane-2-carbaldehyde

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Technology Process of (2R,3S)-3-{(2R,3S,4S,6R)-4-Benzyloxy-6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-3-triethylsilanyloxy-tetrahydro-pyran-2-ylmethyl}-oxirane-2-carbaldehyde

There total 15 articles about (2R,3S)-3-{(2R,3S,4S,6R)-4-Benzyloxy-6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-3-triethylsilanyloxy-tetrahydro-pyran-2-ylmethyl}-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:

: 132375-68-9
((2S,3S)-3-{(2R,3S,4S,6R)-4-Benzyloxy-6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-3-triethylsilanyloxy-tetrahydro-pyran-2-ylmethyl}-oxiranyl)-methanol

: 132408-49-2
(2R,3S)-3-{(2R,3S,4S,6R)-4-Benzyloxy-6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-3-triethylsilanyloxy-tetrahydro-pyran-2-ylmethyl}-oxirane-2-carbaldehyde

Guidance literature:: With pyridine-SO₃ complex; triethylamine; In dichloromethane; dimethyl sulfoxide; at 0 ℃; for 1h;

Reference yield:

: 994-30-9
triethylsilyl chloride

: 132408-49-2
(2R,3S)-3-{(2R,3S,4S,6R)-4-Benzyloxy-6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-3-triethylsilanyloxy-tetrahydro-pyran-2-ylmethyl}-oxirane-2-carbaldehyde

Guidance literature:: Multi-step reaction with 6 steps

1: 96 percent / imidazole / dimethylformamide / 12 h / 25 °C

2: 1) ozone, 2) PPh₃ / 1) CH₂Cl₂, -78 deg C

3: benzene / 12 h / 25 °C

4: 96 percent / DIBAH / CH₂Cl₂ / 1 h / -78 °C

5: 92 percent / (+)-DET, Ti(IOPr)4, t-BuOOH, 4 Angstroem molecular sieve / CH₂Cl₂ / 48 h / -20 °C

6: SO₃*Py, NEt₃ / CH₂Cl₂; dimethylsulfoxide / 1 h / 0 °C

With 1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; pyridine-SO₃ complex; diethyl (2R,3R)-tartrate; 4 A molecular sieve; diisobutylaluminium hydride; ozone; triethylamine; triphenylphosphine; In dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; benzene;

Reference yield:

: 100-39-0
benzyl bromide

: 132408-49-2
(2R,3S)-3-{(2R,3S,4S,6R)-4-Benzyloxy-6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-3-triethylsilanyloxy-tetrahydro-pyran-2-ylmethyl}-oxirane-2-carbaldehyde

Guidance literature:: Multi-step reaction with 7 steps

1: 1) n-Bu₂SnO, 2) CsF / 1) MeOH, 65 deg C, 1 h, 2) DMF, 25 deg C, 18 h

2: 96 percent / imidazole / dimethylformamide / 12 h / 25 °C

3: 1) ozone, 2) PPh₃ / 1) CH₂Cl₂, -78 deg C

4: benzene / 12 h / 25 °C

5: 96 percent / DIBAH / CH₂Cl₂ / 1 h / -78 °C

6: 92 percent / (+)-DET, Ti(IOPr)4, t-BuOOH, 4 Angstroem molecular sieve / CH₂Cl₂ / 48 h / -20 °C

7: SO₃*Py, NEt₃ / CH₂Cl₂; dimethylsulfoxide / 1 h / 0 °C

With 1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; pyridine-SO₃ complex; diethyl (2R,3R)-tartrate; 4 A molecular sieve; diisobutylaluminium hydride; di(n-butyl)tin oxide; ozone; triethylamine; triphenylphosphine; cesium fluoride; In dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; benzene;