2-[(2R,4R,4aS,6S,7R,8aS)-7-Benzyloxy-6-(2-benzyloxy-ethyl)-4a,6-dimethyl-4-triisopropylsilanyloxy-octahydro-pyrano[3,2-b]pyran-2-yl]-ethanol

Base Information

Chemical Name:2-[(2R,4R,4aS,6S,7R,8aS)-7-Benzyloxy-6-(2-benzyloxy-ethyl)-4a,6-dimethyl-4-triisopropylsilanyloxy-octahydro-pyrano[3,2-b]pyran-2-yl]-ethanol
CAS No.:213754-92-8
Molecular Formula:C₃₇H₅₈O₆Si
Molecular Weight:626.949
Hs Code.:

Synonyms:2-[(2R,4R,4aS,6S,7R,8aS)-7-Benzyloxy-6-(2-benzyloxy-ethyl)-4a,6-dimethyl-4-triisopropylsilanyloxy-octahydro-pyrano[3,2-b]pyran-2-yl]-ethanol

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Chemical Property of 2-[(2R,4R,4aS,6S,7R,8aS)-7-Benzyloxy-6-(2-benzyloxy-ethyl)-4a,6-dimethyl-4-triisopropylsilanyloxy-octahydro-pyrano[3,2-b]pyran-2-yl]-ethanol

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Technology Process of 2-[(2R,4R,4aS,6S,7R,8aS)-7-Benzyloxy-6-(2-benzyloxy-ethyl)-4a,6-dimethyl-4-triisopropylsilanyloxy-octahydro-pyrano[3,2-b]pyran-2-yl]-ethanol

There total 7 articles about 2-[(2R,4R,4aS,6S,7R,8aS)-7-Benzyloxy-6-(2-benzyloxy-ethyl)-4a,6-dimethyl-4-triisopropylsilanyloxy-octahydro-pyrano[3,2-b]pyran-2-yl]-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: 88.0%

: 213754-90-6
[(2S,4R,4aS,6S,7R,8aS)-7-Benzyloxy-6-(2-benzyloxy-ethyl)-4a,6-dimethyl-4-triisopropylsilanyloxy-octahydro-pyrano[3,2-b]pyran-2-yl]-acetic acid methyl ester

: 213754-92-8
2-[(2R,4R,4aS,6S,7R,8aS)-7-Benzyloxy-6-(2-benzyloxy-ethyl)-4a,6-dimethyl-4-triisopropylsilanyloxy-octahydro-pyrano[3,2-b]pyran-2-yl]-ethanol

Guidance literature:: With lithium aluminium tetrahydride; In diethyl ether; at 0 ℃;
DOI:10.1016/S0040-4039(98)01310-0

Reference yield:

: 80522-42-5
triisopropylsilyl trifluoromethanesulfonate

: 213754-92-8
2-[(2R,4R,4aS,6S,7R,8aS)-7-Benzyloxy-6-(2-benzyloxy-ethyl)-4a,6-dimethyl-4-triisopropylsilanyloxy-octahydro-pyrano[3,2-b]pyran-2-yl]-ethanol

Guidance literature:: Multi-step reaction with 2 steps

1: 2,6-lutidine / dimethylformamide / 70 °C

2: 88 percent / LiAlH₄ / diethyl ether / 0 °C

With 2,6-dimethylpyridine; lithium aluminium tetrahydride; In diethyl ether; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(98)01310-0

Reference yield:

: 213754-77-9
(2S,3S,5R,6S)-5-Benzyloxy-6-(2-benzyloxy-ethyl)-3-(tert-butyl-dimethyl-silanyloxy)-2,6-dimethyl-tetrahydro-pyran-2-carbaldehyde

: 213754-92-8
2-[(2R,4R,4aS,6S,7R,8aS)-7-Benzyloxy-6-(2-benzyloxy-ethyl)-4a,6-dimethyl-4-triisopropylsilanyloxy-octahydro-pyrano[3,2-b]pyran-2-yl]-ethanol

Guidance literature:: Multi-step reaction with 7 steps

1: tetrahydrofuran / -78 °C

2: OsO₄, NaIO₄ / tetrahydrofuran; H₂O / Ambient temperature

3: CH₂Cl₂ / Heating

4: 100 percent / TBAF / tetrahydrofuran / 0 °C

5: 75 percent / K₂CO₃ / tetrahydrofuran; methanol / 40 °C

6: 2,6-lutidine / dimethylformamide / 70 °C

7: 88 percent / LiAlH₄ / diethyl ether / 0 °C

With 2,6-dimethylpyridine; sodium periodate; osmium(VIII) oxide; lithium aluminium tetrahydride; tetrabutyl ammonium fluoride; potassium carbonate; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(98)01310-0