Benzoic acid 2-[(1R,2S,3R,5S)-2-(tert-butyl-dimethyl-silanyloxymethyl)-1,5-dihydroxy-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-ethyl ester

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Chemical Name:Benzoic acid 2-[(1R,2S,3R,5S)-2-(tert-butyl-dimethyl-silanyloxymethyl)-1,5-dihydroxy-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-ethyl ester
CAS No.:98892-08-1
Molecular Formula:C₂₆H₄₂O₇Si
Molecular Weight:494.701
Hs Code.:

Synonyms:Benzoic acid 2-[(1R,2S,3R,5S)-2-(tert-butyl-dimethyl-silanyloxymethyl)-1,5-dihydroxy-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-ethyl ester

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Chemical Property of Benzoic acid 2-[(1R,2S,3R,5S)-2-(tert-butyl-dimethyl-silanyloxymethyl)-1,5-dihydroxy-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-ethyl ester

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Technology Process of Benzoic acid 2-[(1R,2S,3R,5S)-2-(tert-butyl-dimethyl-silanyloxymethyl)-1,5-dihydroxy-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-ethyl ester

There total 6 articles about Benzoic acid 2-[(1R,2S,3R,5S)-2-(tert-butyl-dimethyl-silanyloxymethyl)-1,5-dihydroxy-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-ethyl ester 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: 66.0%

: 98892-07-0
(1R,2S,4R,5S)-5-(tert-Butyl-dimethyl-silanyloxymethyl)-1-(2-hydroxy-ethyl)-4-(tetrahydro-pyran-2-yloxy)-cyclopentane-1,2-diol

: 98-88-4
benzoyl chloride

: 98892-08-1
Benzoic acid 2-[(1R,2S,3R,5S)-2-(tert-butyl-dimethyl-silanyloxymethyl)-1,5-dihydroxy-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-ethyl ester

Guidance literature:: With pyridine; In dichloromethane; at -20 ℃; for 1h;
DOI:10.1016/S0040-4039(00)98135-8

Reference yield:

: 65025-95-8
(3aR,4S,5R,6aS)-4-({[dimethyl(2-methyl-2-propanyl)silyl]oxy}methyl)-5-(tetrahydro-2H-pyran-2-yloxy)hexahydro-2H-cyclopenta[b]furan-2-one

: 98892-08-1
Benzoic acid 2-[(1R,2S,3R,5S)-2-(tert-butyl-dimethyl-silanyloxymethyl)-1,5-dihydroxy-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-ethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 86 percent / LDA / tetrahydrofuran / 0.5 h / -78 °C

2: 79 percent / 10percent aq. H₂O₂ / CH₂Cl₂ / 1 h / Heating

3: 86 percent / diisobutylaluminium hydride / toluene / 0.5 h / 0 °C

4: 83 percent / t-BuOOH / Vanadium

5: 60 percent / Red-Al / tetrahydrofuran / 0.5 h / 0 °C

6: 66 percent / pyridine / CH₂Cl₂ / 1 h / -20 °C

With pyridine; tert.-butylhydroperoxide; dihydrogen peroxide; diisobutylaluminium hydride; sodium bis(2-methoxyethoxy)aluminium dihydride; lithium diisopropyl amide; vanadium; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1016/S0040-4039(00)98135-8

Reference yield:

: 98892-05-8
(1S,3S,4R)-3-(tert-Butyl-dimethyl-silanyloxymethyl)-2-[2-hydroxy-eth-(Z)-ylidene]-4-(tetrahydro-pyran-2-yloxy)-cyclopentanol

: 98892-08-1
Benzoic acid 2-[(1R,2S,3R,5S)-2-(tert-butyl-dimethyl-silanyloxymethyl)-1,5-dihydroxy-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 83 percent / t-BuOOH / Vanadium

2: 60 percent / Red-Al / tetrahydrofuran / 0.5 h / 0 °C

3: 66 percent / pyridine / CH₂Cl₂ / 1 h / -20 °C

With pyridine; tert.-butylhydroperoxide; sodium bis(2-methoxyethoxy)aluminium dihydride; vanadium; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4039(00)98135-8