<2R,3S,4R,5R>-2,4-dimethyl-2-hydroxy-3,5-<dioxy>-6-(phenylmethoxy)-1,2-hexanediol

Base Information

Chemical Name:<2R,3S,4R,5R>-2,4-dimethyl-2-hydroxy-3,5-<dioxy>-6-(phenylmethoxy)-1,2-hexanediol
CAS No.:125830-14-0
Molecular Formula:C₂₃H₄₀O₅Si
Molecular Weight:424.653
Hs Code.:

<2R,3S,4R,5R>-2,4-dimethyl-2-hydroxy-3,5-<<bis(1,1-dimethylethyl)silylene>dioxy>-6-(phenylmethoxy)-1,2-hexanediol

Synonyms:<2R,3S,4R,5R>-2,4-dimethyl-2-hydroxy-3,5-<dioxy>-6-(phenylmethoxy)-1,2-hexanediol

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Chemical Property of <2R,3S,4R,5R>-2,4-dimethyl-2-hydroxy-3,5-<dioxy>-6-(phenylmethoxy)-1,2-hexanediol

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Technology Process of <2R,3S,4R,5R>-2,4-dimethyl-2-hydroxy-3,5-<dioxy>-6-(phenylmethoxy)-1,2-hexanediol

There total 14 articles about <2R,3S,4R,5R>-2,4-dimethyl-2-hydroxy-3,5-<dioxy>-6-(phenylmethoxy)-1,2-hexanediol 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: 94.0%

: 125830-13-9
(4R,5S,6S)-4-Benzyloxymethyl-2,2-di-tert-butyl-6-isopropenyl-5-methyl-[1,3,2]dioxasilinane

: 125830-14-0
(R)-2-((4R,5S,6S)-6-Benzyloxymethyl-2,2-di-tert-butyl-5-methyl-[1,3,2]dioxasilinan-4-yl)-propane-1,2-diol

: 125830-14-0
(S)-2-((4R,5S,6S)-6-Benzyloxymethyl-2,2-di-tert-butyl-5-methyl-[1,3,2]dioxasilinan-4-yl)-propane-1,2-diol

Guidance literature:: With osmium(VIII) oxide; 4-methylmorpholine N-oxide; reaction of other olefins investigated;
DOI:10.1021/jo00293a004

Reference yield: 94.0%

: 125830-13-9
(4R,5S,6S)-4-Benzyloxymethyl-2,2-di-tert-butyl-6-isopropenyl-5-methyl-[1,3,2]dioxasilinane

: 125830-14-0
(R)-2-((4R,5S,6S)-6-Benzyloxymethyl-2,2-di-tert-butyl-5-methyl-[1,3,2]dioxasilinan-4-yl)-propane-1,2-diol

: 125830-14-0
(S)-2-((4R,5S,6S)-6-Benzyloxymethyl-2,2-di-tert-butyl-5-methyl-[1,3,2]dioxasilinan-4-yl)-propane-1,2-diol

Guidance literature:: With osmium(VIII) oxide; 4-methylmorpholine N-oxide; reaction of other olefins investigated;
DOI:10.1021/jo00293a004

Reference yield:

: 60656-87-3
benzyloxyacetoaldehyde

: 125830-14-0
<2R,3S,4R,5R>-2,4-dimethyl-2-hydroxy-3,5-<dioxy>-6-(phenylmethoxy)-1,2-hexanediol

Guidance literature:: Multi-step reaction with 6 steps

2: 1.) Me₃Al / 1.) THF, toluene, from 0 deg C to RT, 25 min, 2.) CH₂Cl₂, 0 deg C, 3 h

3: 1.) lithium / 1.) Et₂O, from 0 deg C to RT, 14.5 h, 2.) THF, -78 deg C, 40 min

4: 99 percent / methoxydiethylborane, NaBH₄ / tetrahydrofuran; methanol / 4 h / -70 °C

5: 97 percent / 2,6-lutidine / CH₂Cl₂ / 9 h / 65 °C

6: N-methylmorpholine N-oxide monohydrate, aq. OsO₄ / acetone / 2 h

With 2,6-dimethylpyridine; sodium tetrahydroborate; osmium(VIII) oxide; diethyl methoxy borane; trimethylaluminum; lithium; 4-methylmorpholine N-oxide; In tetrahydrofuran; methanol; dichloromethane; acetone;
DOI:10.1021/ja00175a038