(R)-2-[(2R,4S,5S,6R)-6-Benzyloxymethyl-4-(tert-butyl-diphenyl-silanyloxy)-5-methyl-tetrahydro-pyran-2-yl]-1-((1R,2R)-2-methyl-cyclopropyl)-ethanol

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Chemical Name:(R)-2-[(2R,4S,5S,6R)-6-Benzyloxymethyl-4-(tert-butyl-diphenyl-silanyloxy)-5-methyl-tetrahydro-pyran-2-yl]-1-((1R,2R)-2-methyl-cyclopropyl)-ethanol
CAS No.:914983-46-3
Molecular Formula:C₃₆H₄₈O₄Si
Molecular Weight:572.86
Hs Code.:

Synonyms:(R)-2-[(2R,4S,5S,6R)-6-Benzyloxymethyl-4-(tert-butyl-diphenyl-silanyloxy)-5-methyl-tetrahydro-pyran-2-yl]-1-((1R,2R)-2-methyl-cyclopropyl)-ethanol

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Chemical Property of (R)-2-[(2R,4S,5S,6R)-6-Benzyloxymethyl-4-(tert-butyl-diphenyl-silanyloxy)-5-methyl-tetrahydro-pyran-2-yl]-1-((1R,2R)-2-methyl-cyclopropyl)-ethanol

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Technology Process of (R)-2-[(2R,4S,5S,6R)-6-Benzyloxymethyl-4-(tert-butyl-diphenyl-silanyloxy)-5-methyl-tetrahydro-pyran-2-yl]-1-((1R,2R)-2-methyl-cyclopropyl)-ethanol

There total 4 articles about (R)-2-[(2R,4S,5S,6R)-6-Benzyloxymethyl-4-(tert-butyl-diphenyl-silanyloxy)-5-methyl-tetrahydro-pyran-2-yl]-1-((1R,2R)-2-methyl-cyclopropyl)-ethanol 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: 96.0%

: 914983-45-2
(E)-(R)-1-[(2R,4S,5S,6R)-6-Benzyloxymethyl-4-(tert-butyl-diphenyl-silanyloxy)-5-methyl-tetrahydro-pyran-2-yl]-pent-3-en-2-ol

: 75-11-6
diiodomethane

: 914983-46-3
(R)-2-[(2R,4S,5S,6R)-6-Benzyloxymethyl-4-(tert-butyl-diphenyl-silanyloxy)-5-methyl-tetrahydro-pyran-2-yl]-1-((1R,2R)-2-methyl-cyclopropyl)-ethanol

Guidance literature:: With diethylzinc; In dichloromethane; at -20 - 0 ℃; for 4h;
DOI:10.1016/j.tetlet.2006.08.055

Reference yield:

: 884338-30-1
(S)-1-[(2R,4S,5S,6R)-6-Benzyloxymethyl-4-(tert-butyl-diphenyl-silanyloxy)-5-methyl-tetrahydro-pyran-2-yl]-pent-3-yn-2-ol

: 914983-46-3
(R)-2-[(2R,4S,5S,6R)-6-Benzyloxymethyl-4-(tert-butyl-diphenyl-silanyloxy)-5-methyl-tetrahydro-pyran-2-yl]-1-((1R,2R)-2-methyl-cyclopropyl)-ethanol

Guidance literature:: Multi-step reaction with 4 steps

1: Ph₃P; DEAD / tetrahydrofuran / 0.5 h / 0 - 20 °C

2: K₂CO₃ / methanol / 0.5 h / 20 °C

3: 82 percent / Red-Al / diethyl ether / 3 h / 0 - 20 °C

4: 96 percent / Et₂Zn / CH₂Cl₂ / 4 h / -20 - 0 °C

With diethylzinc; potassium carbonate; triphenylphosphine; sodium bis(2-methoxyethoxy)aluminium dihydride; diethylazodicarboxylate; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; 1: Mitsunobu reaction;
DOI:10.1016/j.tetlet.2006.08.055

Reference yield:

: 914983-44-1
(R)-1-[(2R,4S,5S,6R)-6-Benzyloxymethyl-4-(tert-butyl-diphenyl-silanyloxy)-5-methyl-tetrahydro-pyran-2-yl]-pent-3-yn-2-ol

: 914983-46-3
(R)-2-[(2R,4S,5S,6R)-6-Benzyloxymethyl-4-(tert-butyl-diphenyl-silanyloxy)-5-methyl-tetrahydro-pyran-2-yl]-1-((1R,2R)-2-methyl-cyclopropyl)-ethanol

Guidance literature:: Multi-step reaction with 2 steps

1: 82 percent / Red-Al / diethyl ether / 3 h / 0 - 20 °C

2: 96 percent / Et₂Zn / CH₂Cl₂ / 4 h / -20 - 0 °C

With diethylzinc; sodium bis(2-methoxyethoxy)aluminium dihydride; In diethyl ether; dichloromethane;
DOI:10.1016/j.tetlet.2006.08.055