{(2S,3S)-3-[(2S,3S,4S,5R,6R)-4-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-6-methoxymethyl-tetrahydro-pyran-2-ylmethyl]-oxiranyl}-methanol

Base Information

Chemical Name:{(2S,3S)-3-[(2S,3S,4S,5R,6R)-4-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-6-methoxymethyl-tetrahydro-pyran-2-ylmethyl]-oxiranyl}-methanol
CAS No.:172427-43-9
Molecular Formula:C₂₅H₄₂O₇Si
Molecular Weight:482.69
Hs Code.:

{(2S,3S)-3-[(2S,3S,4S,5R,6R)-4-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-6-methoxymethyl-tetrahydro-pyran-2-ylmethyl]-oxiranyl}-methanol

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Chemical Property of {(2S,3S)-3-[(2S,3S,4S,5R,6R)-4-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-6-methoxymethyl-tetrahydro-pyran-2-ylmethyl]-oxiranyl}-methanol

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Technology Process of {(2S,3S)-3-[(2S,3S,4S,5R,6R)-4-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-6-methoxymethyl-tetrahydro-pyran-2-ylmethyl]-oxiranyl}-methanol

There total 7 articles about {(2S,3S)-3-[(2S,3S,4S,5R,6R)-4-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-6-methoxymethyl-tetrahydro-pyran-2-ylmethyl]-oxiranyl}-methanol 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:

: 172427-55-3
(E)-4-[(2S,3S,4S,5R,6R)-4-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-6-methoxymethyl-tetrahydro-pyran-2-yl]-but-2-en-1-ol

: 172427-43-9
{(2S,3S)-3-[(2S,3S,4S,5R,6R)-4-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-6-methoxymethyl-tetrahydro-pyran-2-ylmethyl]-oxiranyl}-methanol

Guidance literature:: With titanium(IV) isopropylate; tert.-butylhydroperoxide; diethyl (2R,3R)-tartrate; 4 Angstroem MS; In dichloromethane; at -20 ℃; Yield given;
DOI:10.1016/0040-4039(95)01973-L

Reference yield:

: 172427-41-7
((2S,3S,4S,5R,6R)-3-Allyloxy-4-benzyloxy-5-methoxy-6-methoxymethyl-tetrahydro-pyran-2-yl)-acetic acid ethyl ester

: 172427-43-9
{(2S,3S)-3-[(2S,3S,4S,5R,6R)-4-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-6-methoxymethyl-tetrahydro-pyran-2-ylmethyl]-oxiranyl}-methanol

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) H₂; 2.) I₂ / 1.) 2MeP)2>PF₆ / 1.) THF; 2.) H₂O, RT

2: 2,6-lutidine / CH₂Cl₂ / Ambient temperature

3: DIBALH / CH₂Cl₂ / -78 °C

4: toluene / Ambient temperature

5: 92 percent / DIBALH / CH₂Cl₂ / -78 °C

6: t-BuOOH, (+)-DET, Ti(Oi-Pr)4, 4 Angstroem MS / CH₂Cl₂ / -20 °C

With 2,6-dimethylpyridine; titanium(IV) isopropylate; tert.-butylhydroperoxide; diethyl (2R,3R)-tartrate; 4 Angstroem MS; hydrogen; iodine; diisobutylaluminium hydride; (1,5-cyclooctadiene)bis(methyldiphenylphosphine) iridium hexafluorophosphate; In dichloromethane; toluene;
DOI:10.1016/0040-4039(95)01973-L

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 172427-43-9
{(2S,3S)-3-[(2S,3S,4S,5R,6R)-4-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-6-methoxymethyl-tetrahydro-pyran-2-ylmethyl]-oxiranyl}-methanol

Guidance literature:: Multi-step reaction with 5 steps

1: 2,6-lutidine / CH₂Cl₂ / Ambient temperature

2: DIBALH / CH₂Cl₂ / -78 °C

3: toluene / Ambient temperature

4: 92 percent / DIBALH / CH₂Cl₂ / -78 °C

5: t-BuOOH, (+)-DET, Ti(Oi-Pr)4, 4 Angstroem MS / CH₂Cl₂ / -20 °C

With 2,6-dimethylpyridine; titanium(IV) isopropylate; tert.-butylhydroperoxide; diethyl (2R,3R)-tartrate; 4 Angstroem MS; diisobutylaluminium hydride; In dichloromethane; toluene;
DOI:10.1016/0040-4039(95)01973-L