[(2R,3S,5R,6S)-5-Benzyloxy-6-(3-benzyloxy-propyl)-3-(tert-butyl-dimethyl-silanyloxy)-6-methyl-tetrahydro-pyran-2-yl]-methanol

Base Information

Chemical Name:[(2R,3S,5R,6S)-5-Benzyloxy-6-(3-benzyloxy-propyl)-3-(tert-butyl-dimethyl-silanyloxy)-6-methyl-tetrahydro-pyran-2-yl]-methanol
CAS No.:350045-93-1
Molecular Formula:C₃₀H₄₆O₅Si
Molecular Weight:514.778
Hs Code.:

Synonyms:[(2R,3S,5R,6S)-5-Benzyloxy-6-(3-benzyloxy-propyl)-3-(tert-butyl-dimethyl-silanyloxy)-6-methyl-tetrahydro-pyran-2-yl]-methanol

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Chemical Property of [(2R,3S,5R,6S)-5-Benzyloxy-6-(3-benzyloxy-propyl)-3-(tert-butyl-dimethyl-silanyloxy)-6-methyl-tetrahydro-pyran-2-yl]-methanol

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Technology Process of [(2R,3S,5R,6S)-5-Benzyloxy-6-(3-benzyloxy-propyl)-3-(tert-butyl-dimethyl-silanyloxy)-6-methyl-tetrahydro-pyran-2-yl]-methanol

There total 10 articles about [(2R,3S,5R,6S)-5-Benzyloxy-6-(3-benzyloxy-propyl)-3-(tert-butyl-dimethyl-silanyloxy)-6-methyl-tetrahydro-pyran-2-yl]-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: 92.0%

: 350046-03-6
3-benzyloxy-2-(3-benzyloxy-propyl)-5-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-2-methyl-tetrahydro-pyran

: 350045-93-1
[(2R,3S,5R,6S)-5-Benzyloxy-6-(3-benzyloxy-propyl)-3-(tert-butyl-dimethyl-silanyloxy)-6-methyl-tetrahydro-pyran-2-yl]-methanol

Guidance literature:: With methanol; camphor-10-sulfonic acid; In dichloromethane; at 0 ℃;
DOI:10.1016/S0040-4039(01)00530-5

Reference yield:

: 131310-58-2
(2S,3R)-3-[(2R,4S,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-[1,3]dioxan-4-ylmethyl]-2-methyl-oxirane-2-carbaldehyde

: 350045-93-1
[(2R,3S,5R,6S)-5-Benzyloxy-6-(3-benzyloxy-propyl)-3-(tert-butyl-dimethyl-silanyloxy)-6-methyl-tetrahydro-pyran-2-yl]-methanol

Guidance literature:: Multi-step reaction with 9 steps

1: 89 percent / PhCO₂H / benzene / 20 °C

2: 97 percent / TBAF / tetrahydrofuran / 20 °C

3: 78 percent / PPTS / CH₂Cl₂ / 20 °C

4: 95 percent / hydrogen / Pd/C / methanol / 20 °C

5: 91 percent / LiAlH₄ / diethyl ether / 0 °C

6: 90 percent / KH / tetrahydrofuran / 0 °C

7: 91 percent / CSA; MeOH / CH₂Cl₂ / 20 °C

8: 96 percent / imidazole / dimethylformamide / 70 °C

9: 92 percent / CSA; MeOH / CH₂Cl₂ / 0 °C

With 1H-imidazole; methanol; lithium aluminium tetrahydride; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; hydrogen; pyridinium p-toluenesulfonate; potassium hydride; benzoic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; benzene; 1: Wittig reaction;
DOI:10.1016/S0040-4039(01)00530-5

Reference yield:

: 350045-95-3
(E)-3-[(2R,3R)-3-((2R,4S,5R)-5-Hydroxy-2-phenyl-[1,3]dioxan-4-ylmethyl)-2-methyl-oxiranyl]-acrylic acid methyl ester

: 350045-93-1
[(2R,3S,5R,6S)-5-Benzyloxy-6-(3-benzyloxy-propyl)-3-(tert-butyl-dimethyl-silanyloxy)-6-methyl-tetrahydro-pyran-2-yl]-methanol

Guidance literature:: Multi-step reaction with 7 steps

1: 78 percent / PPTS / CH₂Cl₂ / 20 °C

2: 95 percent / hydrogen / Pd/C / methanol / 20 °C

3: 91 percent / LiAlH₄ / diethyl ether / 0 °C

4: 90 percent / KH / tetrahydrofuran / 0 °C

5: 91 percent / CSA; MeOH / CH₂Cl₂ / 20 °C

6: 96 percent / imidazole / dimethylformamide / 70 °C

7: 92 percent / CSA; MeOH / CH₂Cl₂ / 0 °C

With 1H-imidazole; methanol; lithium aluminium tetrahydride; camphor-10-sulfonic acid; hydrogen; pyridinium p-toluenesulfonate; potassium hydride; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(01)00530-5